1lambda(6)-thieno[3,4-e][1,2,4]thiadiazine-1,1,3(2H,4H)-trione -Drug Synthesis Database

【结构式】

【分子编号】27304

【品名】1lambda(6)-thieno[3,4-e][1,2,4]thiadiazine-1,1,3(2H,4H)-trione

【CA登记号】

【分子式】C₅H₄N₂O₃S₂

【分子量】204.23044

【元素组成】C 29.41% H 1.97% N 13.72% O 23.5% S 31.4%

与该中间体有关的原料药合成路线共 3 条

合成路线1 合成路线2 合成路线3

合成路线1

该中间体在本合成路线中的序号：(I)

Alkylation of 1,1,3-trioxo-2H,4H-thieno[3,4-e][1,2,4]thiadiazine (I) at the N-2 with benzyl chloride (II) in the presence of NaH in DMF yielded the 2-benzyl derivative (III), which was further alkylated with 2-chlorobenzyl chloride (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)	19171	1-(Chloromethyl)benzene; Benzyl chloride	100-44-7	C₇H₇Cl	详情	详情
(III)	27305	2-benzyl-2H-thieno[3,4-e][1,2,4]thiadiazine-1,1,3(2H,4H)-trione		C₁₂H₁₀N₂O₃S₂	详情	详情
(IV)	10205	1-Chloro-2-(chloromethyl)benzene; 2-Chlorobenzyl chloride	611-19-8	C₇H₆Cl₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(I)

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

合成路线3

该中间体在本合成路线中的序号：(I)

Alkylation of 1,1,3-trioxo-2H,4H-thieno[3,4-e][1,2,4]thiadiazine (I) at the N-2 with 3-fluorobenzyl 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)	27307	3-fluorobenzyl chloride; 1-(chloromethyl)-3-fluorobenzene	456-42-8	C₇H₆ClF	详情	详情
(III)	27308	2-(3-fluorobenzyl)-2H-thieno[3,4-e][1,2,4]thiadiazine-1,1,3(2H,4H)-trione		C₁₂H₉FN₂O₃S₂	详情	详情
(IV)	14443	2-chloroacetonitrile; chloroacetonitrile	107-14-2	C₂H₂ClN	详情	详情

Extended Information