Thionyl Chloride → HCID 54260936, compound

HRID 2058605Notes

Reaction equation

HRID 2058605 reaction equation
[CH3:1][N:2]1[C:6]([C:7](O)=[O:8])=[C:5]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N+:17]([O-:19])=[O:18])[C:4]([CH3:20])=[N:3]1.S(Cl)([Cl:23])=O>>[CH3:1][N:2]1[C:6]([C:7]([Cl:23])=[O:8])=[C:5]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N+:17]([O-:19])=[O:18])[C:4]([CH3:20])=[N:3]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 20549827HCID 20549827, compound

Product 1

HCID 54260936HCID 54260936, compound

Procedure

2.6 g of 1,3-dimethyl-4-[(2-nitrophenyl)amino]pyrazole-5-carboxylic acid and 10 ml of thionyl chloride are stirred at 80° C. for 3 hours; the solution is concentrated; 10 ml of toluene are added, and the mixture is re-concentrated, this procedure being carried out 3 times. 2.9 g of 1,3-dimethyl-4-[(2-nitrophenyl)amino]pyrazole-5-carboxylic acid chloride are thus obtained as an orange-colored oil.

Workup

  1. concentrationthe solution is concentrated
  2. addition10 ml of toluene are added
  3. concentrationthe mixture is re-concentrated

Sources & evidence

ORD record
ord-ec98265dc4d948f99ccd83319e01622d
Source dataset
uspto-grants-1982_03
Patent number
US04317823

Reaction notes

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