Chlorosulfonic acid → 2-(Methoxycarbonylamino) 6-(p-chlorosulfonylphenylthio) imidazo [1,2-a] pyridine

HRID 839628Notes

Reaction equation

HRID 839628 reaction equation
[CH3:1][O:2][C:3]([NH:5][C:6]1[N:7]=[C:8]2[CH:13]=[CH:12][C:11]([S:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:10][N:9]2[CH:21]=1)=[O:4].[Cl:22][S:23](O)(=[O:25])=[O:24]>>[CH3:1][O:2][C:3]([NH:5][C:6]1[N:7]=[C:8]2[CH:13]=[CH:12][C:11]([S:14][C:15]3[CH:16]=[CH:17][C:18]([S:23]([Cl:22])(=[O:25])=[O:24])=[CH:19][CH:20]=3)=[CH:10][N:9]2[CH:21]=1)=[O:4]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 12414300Methyl [6-(phenylsulfanyl)imidazo[1,2-a]pyridin-2-yl]carbamate

Product 1

HCID 537731502-(Methoxycarbonylamino) 6-(p-chlorosulfonylphenylthio) imidazo [1,2-a] pyridine

Procedure

4.5 gms. (0.015 mole) of 2-methoxycarbonylamino 6-(phenylthio) imidazo [1,2-a] pyridine is added portionwise to 45 ml. of chlorosulfonic acid at 0° to -5° C. The reaction mixture is stirred at room temperature for 24 hours. The solution is poured onto ice and the solids are collected by filtration. After repeated washes with water, the crude chlorosulfonic acid derivative is dried at room temperature in vacuo.

Workup

  1. customat 0° to -5° C
  2. additionThe solution is poured onto ice
  3. filtrationthe solids are collected by filtration
  4. dry with materialthe crude chlorosulfonic acid derivative is dried at room temperature in vacuo

Sources & evidence

ORD record
ord-6c8dbdfa11fb4c17956239422d7c5570
Source dataset
uspto-grants-1978_06
Patent number
US04096264

Reaction notes

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