Isopropanol → 2-Amino-6-(3-(3-thienyl)allyl)-4,5,7,8-tetrahydro-6H-thiazolo[5,4-d]azepin

HRID 974290

Reaction equation

HRID 974290 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH:6]=[CH:7][CH2:8]Cl)=[CH:2]1.[NH2:10][C:11]1[S:12][C:13]2[CH2:14][CH2:15][NH:16][CH2:17][CH2:18][C:19]=2[N:20]=1.C(=O)([O-])[O-].[K+].[K+].C(O)(C)C>C(Cl)(Cl)Cl>[NH2:10][C:11]1[S:12][C:13]2[CH2:14][CH2:15][N:16]([CH2:8][CH:7]=[CH:6][C:3]3[CH:4]=[CH:5][S:1][CH:2]=3)[CH2:17][CH2:18][C:19]=2[N:20]=1

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 11430Potassium CarbonateHCID 199857852-Amino-4,5,6,7,8-pentahydrothiazolo[5,4-d]azepineHCID 536483363-(3-Thienyl)allyl chloride

Product 1

HCID 543413732-Amino-6-(3-(3-thienyl)allyl)-4,5,7,8-tetrahydro-6H-thiazolo[5,4-d]azepinYield 8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Prepared from 3-(3-thienyl)allyl chloride and 1 equivalent of 2-amino-4,5,7,8-tetrahydro-6H- thiazolo[5,4-d]azepine in chloroform in the presence of I equivalent of potassium carbonate. Yield: 8% of theory, Melting point: 128°-132° C. (isopropanol).

Sources & evidence

ORD record
ord-7c9c457a1d36436b9b7efbb9b46a2fb9
Source dataset
uspto-grants-1991_11
Patent number
US05068325

Linked notes

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