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Ayutthaya entered into trade relations with Ryûkyû in the mid-to-late 15th century, and only began trading with Japan a century later, in the 1570s. The Japanese community in Ayutthaya got its start at that time as well, as Japanese ronin, merchants, smugglers, adventurers, and the like began to settle there. Some came to be employed by the royal court, as bodyguards, or in other capacities, and by the 1620s, Japan was Ayutthaya's most major trade partner. More than twenty Japanese merchant houses, along with some number of independent individual sailors, were active in trading between Ayutthaya and Nagasaki each year, and the kingdom enjoyed formal relations with the [[Tokugawa shogunate]] as well, beginning in [[1606]], and received arms and other supplies from the shogunate to aid in Ayutthaya's defense against periodic [[Burma|Burmese]] attacks.<ref>Khien Theeravit. “Japanese-Siamese Relations, 1606-1629” in Chaiwat Khamchoo and E. Bruce Reynolds (eds.) ''Thai-Japanese Relations in Historical Perspective''. Bangkok: Innomedia Co. Ltd. Press (1988), 22, 26-27.</ref> Following an unofficial mission which nevertheless was received in audience by the shogun in [[1612]], Ayutthaya sent official missions to Japan in [[1616]], [[1623]], [[1626]], and [[1629]], informing the shogun in each case of the succession of a new king of Ayutthaya.<ref name=gunn222/>

Ayutthaya entered into trade relations with Ryûkyû in the mid-to-late 15th century, and only began trading with Japan a century later, in the 1570s. The Japanese community in Ayutthaya got its start at that time as well, as Japanese ronin, merchants, smugglers, adventurers, and the like began to settle there. Some came to be employed by the royal court, as bodyguards, or in other capacities, and by the 1620s, Japan was Ayutthaya's most major trade partner. More than twenty Japanese merchant houses, along with some number of independent individual sailors, were active in trading between Ayutthaya and Nagasaki each year, and the kingdom enjoyed formal relations with the [[Tokugawa shogunate]] as well, beginning in [[1606]], and received arms and other supplies from the shogunate to aid in Ayutthaya's defense against periodic [[Burma|Burmese]] attacks.<ref>Khien Theeravit. “Japanese-Siamese Relations, 1606-1629” in Chaiwat Khamchoo and E. Bruce Reynolds (eds.) ''Thai-Japanese Relations in Historical Perspective''. Bangkok: Innomedia Co. Ltd. Press (1988), 22, 26-27.</ref> Following an unofficial mission which nevertheless was received in audience by the shogun in [[1612]], Ayutthaya sent official missions to Japan in [[1616]], [[1623]], [[1626]], and [[1629]], informing the shogun in each case of the succession of a new king of Ayutthaya.<ref name=gunn222/>

In [[1610]], King [[Ekothotsarat]] was succeeded by [[Songtham]]; that same year, the kingdom suppressed a Laotian invasion and an uprising by Japanese merchants, and established a royal guard consisting of Japanese. This guard eventually came to be headed by the ronin adventurer [[Yamada Nagamasa]]. Other Nagasaki merchants were similarly rewarded for their service in helping defend the kingdom from Burmese invasions. Kiya Kyûzaemon was appointed to a high official position, and Tsuda Matazaemon was permitted to marry a daughter of the king.<ref name=gunn222/>

In [[1610]], King [[Ekathotsarot]] was succeeded by [[Songtham]]; that same year, the kingdom suppressed a Laotian invasion and an uprising by Japanese merchants, and established a royal guard consisting of Japanese. This guard eventually came to be headed by the ronin adventurer [[Yamada Nagamasa]]. Other Nagasaki merchants were similarly rewarded for their service in helping defend the kingdom from Burmese invasions. Kiya Kyûzaemon was appointed to a high official position, and Tsuda Matazaemon was permitted to marry a daughter of the king.<ref name=gunn222/>

A series of court intrigues, and a violent ''coup d'état'', led to the destruction of the ''Nihonmachi'', and the death of Yamada Nagamasa, in [[1630]]. Yamada Nagamasa had served for some time as head of the royal bodyguard, had led a force of some 700 Japanese in suppressing insurrections, Burmese incursions, and the like, and had been elevated to high court rank. He had also been named governor of several provinces, and held monopolies over the trade in deerskin and a number of other goods.<ref>Wray, William. “The 17th Century Japanese Diaspora: Questions of Boundary and Policy.” Thirteenth International Economic History Congress, Buenos Aires 2002. Preconference: Corfu, Greece, 21-22 September 2001, 10.</ref> He thus represented a significant obstacle to [[Prasat Thong]], a member of the royal family who seized the throne in [[1629]] following the death of King Songtham. In the course of his ''coup'', Prasat Thong had Yamada murdered, and the ''Nihonmachi'' burned to the ground, in order to prevent Yamada's fellow Japanese from seeking violent retribution. A number of Japanese fled to Cambodia, and some returned later, with amnesty from a later king.<ref>[[Iwao Seiichi]]. “Reopening of the diplomatic and commercial relations between Japan and Siam during the Tokugawa period.” ''Acta Asiatica'' v.4 (July 1963), 2-4.</ref> Where the Japanese had previously exercised some degree of influence within the royal court, and the port's commerce, this now left the Dutch and Chinese merchants in a far more prominent position.<ref>Gunn, 224.</ref>

A series of court intrigues, and a violent ''coup d'état'', led to the destruction of the ''Nihonmachi'', and the death of Yamada Nagamasa, in [[1630]]. Yamada Nagamasa had served for some time as head of the royal bodyguard, had led a force of some 700 Japanese in suppressing insurrections, Burmese incursions, and the like, and had been elevated to high court rank. He had also been named governor of several provinces, and held monopolies over the trade in deerskin and a number of other goods.<ref>Wray, William. “The 17th Century Japanese Diaspora: Questions of Boundary and Policy.” Thirteenth International Economic History Congress, Buenos Aires 2002. Preconference: Corfu, Greece, 21-22 September 2001, 10.</ref> He thus represented a significant obstacle to [[Prasat Thong]], a member of the royal family who seized the throne in [[1629]] following the death of King Songtham. In the course of his ''coup'', Prasat Thong had Yamada murdered, and the ''Nihonmachi'' burned to the ground, in order to prevent Yamada's fellow Japanese from seeking violent retribution. A number of Japanese fled to Cambodia, and some returned later, with amnesty from a later king.<ref>[[Iwao Seiichi]]. “Reopening of the diplomatic and commercial relations between Japan and Siam during the Tokugawa period.” ''Acta Asiatica'' v.4 (July 1963), 2-4.</ref> Where the Japanese had previously exercised some degree of influence within the royal court, and the port's commerce, this now left the Dutch and Chinese merchants in a far more prominent position.<ref>Gunn, 224.</ref>