N-methyl-2-pyrrolidone → HCID 10561966, compound

HRID 1457945Notes

Reaction equation

HRID 1457945 reaction equation
[CH3:1][C:2]1[CH:10]=[C:9](Cl)[C:8]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:16][N:17]1CCCC1=O.C([Cu])#N>O>[CH3:1][C:2]1[CH:10]=[C:9]([C:16]#[N:17])[C:8]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 13387N-methyl-2-pyrrolidoneHCID 108244784-chloro-2-methyl-5-(methylsulfonyl)Benzoic acidHCID 178418546HCID 178418546, compound

Product 1

HCID 10561966HCID 10561966, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

8.3 g of 2-methyl-4-chloro-5-methylsulphonylbenzoic acid are mixed together with 70 ml of N-methylpyrrolidone and 7.4 g of CuCN, and the whole is stirred at 150° for 3 days. The reaction mixture is then poured into 250 ml of water and working-up takes place in the customary manner. After recrystallization from methanol, 2-methyl-4-cyano-5-methylsulphonylbenzoic acid is obtained, m.p. 248°-249°.

Workup

  1. customAfter recrystallization from methanol

Sources & evidence

ORD record
ord-6c22d5399c61463fb184929e720cdd30
Source dataset
uspto-grants-1998_12
Patent number
US05849796

Reaction notes

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