2-Amino-4,5,6,7,8-pentahydrothiazolo[5,4-d]azepine → 2-Amino-6-(4-phenyl-3-buten-1-yl)-4,5,7,8-tetrahydro-6H-thiazolo[5,4-d]azepine

Participants

Role	Name	HCID	Charge
Reactant	2-Amino-4,5,6,7,8-pentahydrothiazolo[5,4-d]azepine	HCID 19985785	—
Reactant	Toluene trichloromethane	HCID 22987606	—
Reactant	(4-Bromo-1-buten-1-yl)benzene	HCID 54504166	—
Solvent	Chloroform	HCID 6212	—
Product	2-Amino-6-(4-phenyl-3-buten-1-yl)-4,5,7,8-tetrahydro-6H-thiazolo[5,4-d]azepine	HCID 73668874	39%

Reaction Steps

Prepared analogously to Example 8 from 4-phenyl-3-buten-1-yl-bromide [boiling point 93° C./1,5 torr; prepared from 1-cyclopropyl-1-phenyl-carbinol with phosphorous tribromide] with 4 equivalents of 2-amino-4,5,7,8-tetrahydro-6H-thiazolo[5,4-d]azepine in pure chloroform during 8 hours at 60° C. Yield: 39% of theory, Melting point: 157°-158° C. (chloroform/toluene)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05068325
Source dataset	uspto-grants-1991_11
ORD ID	ord-8898850d1f58481ca25678d839724852
Source note	uspto-grants-1991_11