Pyridine → HCID 20395773, compound

HRID 261022Notes

Reaction equation

HRID 261022 reaction equation
[N:1]1C=CC=C[CH:2]=1.[C:7](Cl)(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C([C:18]1[C:19]([O:34][CH3:35])=[C:20]([O:32][CH3:33])[CH:21]=[C:22]2[C:27]=1[C:26]1=[CH:28][S:29][C:30](=[NH:31])[N:25]1[CH2:24][CH2:23]2)#N>O>[C:2]([C:28]1[S:29][C:30](=[N:31][C:7](=[O:14])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:25]2[CH2:24][CH2:23][C:22]3[C:27](=[CH:18][C:19]([O:34][CH3:35])=[C:20]([O:32][CH3:33])[CH:21]=3)[C:26]=12)#[N:1]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 20395793HCID 20395793, compound

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 10-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 crystallization from a mixture of dimethylformamide and butanol).

Workup

  1. temperatureAfter cooling

Sources & evidence

ORD record
ord-e123aebf624b4ec0bb3da457919abb39
Source dataset
uspto-grants-1979_08
Patent number
US04163786

Reaction notes

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