Hydrochloric Acid → HCID 19817721, compound

HRID 1087229Notes

Reaction equation

HRID 1087229 reaction equation
[NH2:1][C:2]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:7]=1[F:13])=[O:5].[CH3:21][S:22](Cl)(=[O:24])=[O:23].Cl>N1C=CC=CC=1>[F:13][C:7]1[CH:8]=[C:9]([F:12])[CH:10]=[CH:11][C:6]=1[C:4]([C:3]1[CH:14]=[C:15]([N+:18]([O-:20])=[O:19])[CH:16]=[CH:17][C:2]=1[NH:1][S:22]([CH3:21])(=[O:24])=[O:23])=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 19817751HCID 19817751, compound

Product 1

HCID 19817721HCID 19817721, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 2-amino-5-nitro-2',4'-difluorobenzophenone (5.1 g) and methanesulfonyl chloride (14 ml) in pyridine (40 ml) was stirred at room temperature overnight. The mixture was poured into cold 3N hydrochloric acid (200 ml). The insoluble was filtered and dissolved in a mixture of pyridine (20 ml), ethanol (5 ml) and 5% sodium hydroxide (50 ml). The solution was stirred overnight and washed with toluene. The aqueous layer was acidified with hydrochloric acid and the precipitates were filtered to give brown crystals of 2'-(2,4-difluorobenzoyl)-4'-nitromethanesulfonanilide (5.7 g).

Workup

  1. filtrationThe insoluble was filtered
  2. dissolutiondissolved in a mixture of pyridine (20 ml), ethanol (5 ml) and 5% sodium hydroxide (50 ml)
  3. stirringThe solution was stirred overnight
  4. washwashed with toluene
  5. filtrationthe precipitates were filtered

Sources & evidence

ORD record
ord-16c16bc71c7d4fe5bfc90f6af89ebf9d
Source dataset
uspto-grants-1991_07
Patent number
US05034417

Reaction notes

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