Pyridine → HCID 20395773, compound

HRID 1576075Notes

Reaction equation

HRID 1576075 reaction equation
N1C=CC=CC=1.[C:7](Cl)(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:16]([C:18]1[S:19][C:20](=[NH:35])[N:21]2[CH2:30][CH2:29][C:28]3[C:23](=[CH:24][C:25]([O:33][CH3:34])=[C:26]([O:31][CH3:32])[CH:27]=3)[C:22]=12)#[N:17]>O>[C:16]([C:18]1[S:19][C:20](=[N:35][C:7](=[O:14])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:21]2[CH2:30][CH2:29][C:28]3[C:23](=[CH:24][C:25]([O:33][CH3:34])=[C:26]([O:31][CH3:32])[CH:27]=3)[C:22]=12)#[N:17]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 162777CH 102

Product 1

HCID 20395773HCID 20395773, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5 ml. of pyridine and 0.3 ml. of benzoyl chloride are added to 0.5 g. of 1-cyano-3-imino-8,9-dimethoxy-3,4,5,6-tetrahydro-1,3-thiazolo[4,3-a]isoquinoline, and the mixture is refluxed for 0.5 hours. After cooling, the mixture is diluted with water. 0.6 g. of 1-cyano-3-benzoylimino-8,9-dimethoxy-3,4,5,6-tetrahydro-1,3-thiazolo[4,3-a] isoquinoline is obtained in crystalline state; m.p.: 274°-276°C (after recrystallization from a mixture of dimethylformamide and butanol).

Workup

  1. temperatureAfter cooling

Sources & evidence

ORD record
ord-071cb7c683cd41aca2017e5a3b5a39e4
Source dataset
uspto-grants-1976_09
Patent number
US03979397

Reaction notes

Loading…