2-(3-chlorobenzyl)-2H-thieno[3,4-e][1,2,4]thiadiazine-1,1,3(2H,4H)-trione -Drug Synthesis Database

【结构式】

【分子编号】27306

【品名】2-(3-chlorobenzyl)-2H-thieno[3,4-e][1,2,4]thiadiazine-1,1,3(2H,4H)-trione

【CA登记号】

【分子式】C₁₂H₉ClN₂O₃S₂

【分子量】328.79984

【元素组成】C 43.84% H 2.76% Cl 10.78% N 8.52% O 14.6% S 19.5%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(III)

Alkylation of 1,1,3-trioxo-2H,4H-thieno[3,4-e][1,2,4]thiadiazine (I) at the N-2 with 3-chlorobenzyl chloride (II) in the presence of NaH in DMF yielded the 2-benzyl derivative (III), which was further alkylated with chloroacetonitrile (IV) at the N-4 to provide the title compound.

参考文献中间体

合成目标

【1】 Arranz, E.; Díaz, J.A.; Ingate, S.T.; Witvrouw, M.; Pannecouque, C.; Balzarini, J.; De Clercq, E.; Vega, S.; Novel 1,1,3-trioxo-2H,4H-thieno[3,4-e][1,2,4]thiadiazine derivatives as non-nucleoside reverse transcriptase inhibitors that inhibit human immunodeficiency virus type 1 replication. J Med Chem 1998, 41, 21, 4109.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	27304	1lambda(6)-thieno[3,4-e][1,2,4]thiadiazine-1,1,3(2H,4H)-trione		C₅H₄N₂O₃S₂	详情	详情
(II)	20642	1-chloro-3-(chloromethyl)benzene; 3-Chlorobenzyl chloride	620-20-2	C₇H₆Cl₂	详情	详情
(III)	27306	2-(3-chlorobenzyl)-2H-thieno[3,4-e][1,2,4]thiadiazine-1,1,3(2H,4H)-trione		C₁₂H₉ClN₂O₃S₂	详情	详情
(IV)	14443	2-chloroacetonitrile; chloroacetonitrile	107-14-2	C₂H₂ClN	详情	详情

Extended Information