Ammonia → HCID 59447545, compound

Participants

Role	Name	HCID	Charge
Reactant	Ammonia	HCID 222	—
Reactant	1,1'-Thiocarbonyldiimidazole	HCID 80264	—
Reactant	N-(benzo[d]thiazol-2-yl)-1,2,3,4-tetrahydroisoquinoline-8-carboxamide dihydrochloride	HCID 86644320	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 59447545	HCID 59447545	—

Reaction Steps

To a mixture of compound 1B (3.25 g, 8.50 mmol) in DMF (50 mL) was added TEA (4.71 mL, 34.0 mmol). The resulting mixture was stirred for 10 minutes and di(1H-imidazol-1-yl)methanethione (1.818 g, 10.20 mmol) was added. The reaction mixture was stirred at rt for 30 minutes. Ammonia (7 N in MeOH) (48.6 mL, 340 mmol) was added and the resulting mixture was stirred overnight. The reaction mixture was concentrated to remove the ammonia and MeOH. The DMF solution was directly used for the next step without further purification. LCMS (APCI): m/z 369 (M+H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08232273B2
Source dataset	uspto-grants-2012_07
ORD ID	ord-cd51be4e0ad948e38314b2d5924f6fa6
Source note	uspto-grants-2012_07