Chloroform → HCID 12862362, compound

HRID 1577378Notes

Reaction equation

HRID 1577378 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]([NH2:10])=[O:9])=[CH:4][CH:3]=1.[NH2:11][CH:12]1[C:16](C)([C:17]([O:19]CC)=O)[CH:15]=[CH:14][S:13]1.[CH:23](Cl)(Cl)Cl>>[CH3:23][C:14]1[S:13][C:12]2[N:11]=[C:2]3[CH:3]=[CH:4][C:5]([C:8]([NH2:10])=[O:9])=[CH:6][N:7]3[C:17](=[O:19])[C:16]=2[CH:15]=1

Participants

4

Reactant 3

HCID 6212ChloroformHCID 804566-ChloronicotinamideHCID 86737988HCID 86737988, compound

Product 1

HCID 12862362HCID 12862362, compound

Conditions

Temperature
185 °C

Procedure

A mixture of 6.0 g (0.038 mol) of 6-chloro-3-pyridinecarboxamide (Aldrich Chemical Company) and 10.0 g (0.054 mol) of 2-amino-3-methyl-3-thiophenecarboxylic acid, ethyl ester (Chemische Berichte, Vol. 99, pages 94-100, 1966) is heated in an oil bath at 185° C. for one hour then at 135°-140° C. for sixteen hours and finally at 195° C. for six hours. The mixture is cooled and then suspended in hot chloroform and filtered to give 0.6 g of 2-methyl-4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carboxamide; mp 350°-354° C. after recrystallization from pyridine.

Workup

  1. waitat 135°-140° C. for sixteen hours
  2. temperatureThe mixture is cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-0317a6f1ea8b4087833f47c67d9e6a4f
Source dataset
uspto-grants-1981_09
Patent number
US04287340

Reaction notes

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