Pyridine → HCID 20397104, compound

HRID 462701Notes

Reaction equation

HRID 462701 reaction equation
Cl[C:2]([C:4]([O:6][CH2:7][CH3:8])=[O:5])=[O:3].[NH2:9][CH:10]1[N:14]=[C:13]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=3[CH:21]=[C:12]2[S:11]1.N1C=CC=CC=1>C(Cl)Cl>[S:11]1[C:12]2=[CH:21][C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[C:13]2=[N:14][CH:10]1[NH:9][C:2](=[O:3])[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

5

Reactant 3

HCID 1049PyridineHCID 20884Ethoxalyl chlorideHCID 67771415HCID 67771415, compound

Product 1

HCID 20397104HCID 20397104, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.2 g (0.031 mole) of ethyl chloroformylformate were added dropwise at room temperature to a solution of 5.2 g (0.028 mole) of 2-amino indeno[1,2-d]thiazole in 250 ml of methylene chloride/2.5 ml of pyridine. The reaction mixture was stirred overnight, after which it was washed with water and dried over Na2SO4, the solvent was distilled off and the residue was recrystallized from acetone to give 5.0 g (62%) of a product of melting point 226°-228° C.

Workup

  1. washafter which it was washed with water
  2. dry with materialdried over Na2SO4
  3. distillationthe solvent was distilled off
  4. customthe residue was recrystallized from acetone

Sources & evidence

ORD record
ord-2a01afb02ba543adac08bff2c6313ef5
Source dataset
uspto-grants-1985_05
Patent number
US04517196

Reaction notes

Loading…