Chloroform → HCID 53934635, compound

HRID 839639Notes

Reaction equation

HRID 839639 reaction equation
[NH2:1][C:2]1[N:6]2[CH:7]=[C:8]([S:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1.C(Cl)(Cl)Cl.[CH3:22][O:23][C:24](Cl)=[O:25]>C(N(CC)CC)C>[CH3:22][O:23][C:24]([NH:1][C:2]1[N:6]2[CH:7]=[C:8]([S:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1)=[O:25]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 6586Methyl chloroformateHCID 53813641HCID 53813641, compound

Product 1

HCID 53934635HCID 53934635, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A solution of 1.0 g. of 3-amino-6-(phenylthio) imidazo [1,2-a] pyridine in 25 ml. of chloroform containing 0.401 g. of triethyl amine is treated dropwise with 0.378 g. of methylchloroformate. The reaction mixture is stirred for 3 hours at room temperature. The chloroform is removed in vacuo and the residue is triturated with water. The solids are collected by filtration, washed well with water and dried. Recrystallization from dimethylformamideethane yields pure 3-(methoxycarbonylamino) 6-(phenylthio) imidazo [1,2-a] pyridine m.p. 211°-215° C.

Workup

  1. customThe chloroform is removed in vacuo
  2. customthe residue is triturated with water
  3. filtrationThe solids are collected by filtration
  4. washwashed well with water
  5. customdried
  6. customRecrystallization from dimethylformamideethane

Sources & evidence

ORD record
ord-b3540cf0217b43c19761a240e055ca93
Source dataset
uspto-grants-1978_06
Patent number
US04096264

Reaction notes

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