Diethyl Ether → 2-Amino-6-(3-(3-nitro-phenyl)allyl)-4,5,7,8-tetrahydro-6H-thiazolo[5,4-d]azepine

HRID 974294

Reaction equation

HRID 974294 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[CH:7]=[CH:8][CH2:9]Cl)([O-:3])=[O:2].[NH2:14][C:15]1[S:16][C:17]2[CH2:18][CH2:19][NH:20][CH2:21][CH2:22][C:23]=2[N:24]=1.CCOCC>C(Cl)(Cl)Cl>[NH2:14][C:15]1[S:16][C:17]2[CH2:18][CH2:19][N:20]([CH2:9][CH:8]=[CH:7][C:6]3[CH:11]=[CH:12][CH:13]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=3)[CH2:21][CH2:22][C:23]=2[N:24]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 43777491-(3-Chloro-propenyl)-3-nitro-benzeneHCID 199857852-Amino-4,5,6,7,8-pentahydrothiazolo[5,4-d]azepine

Product 1

HCID 541074592-Amino-6-(3-(3-nitro-phenyl)allyl)-4,5,7,8-tetrahydro-6H-thiazolo[5,4-d]azepineYield 56%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Prepared from 3-nitro-cinnamyl chloride and 2 equivalents of 2-amino-4,5,7,8-tetrahydro-6H- thiazolo[5,4-d]azepine in chloroform. Yield: 56% of theory, Melting point: 165°-168° C. (ether).

Sources & evidence

ORD record
ord-4d8b45506f654edab79e32f8d64a7226
Source dataset
uspto-grants-1991_11
Patent number
US05068325

Linked notes

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