Hydrochloric Acid → 4-Chloro-4'-methylsulphonylaminobenzophenone

HRID 1388717Notes

Reaction equation

HRID 1388717 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[CH3:17][S:18](Cl)(=[O:20])=[O:19].Cl>N1C=CC=CC=1>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]([C:5]2[CH:15]=[CH:16][C:2]([NH:1][S:18]([CH3:17])(=[O:20])=[O:19])=[CH:3][CH:4]=2)=[O:7])=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 35287064-Amino-4'-chlorobenzophenone

Product 1

HCID 204700554-Chloro-4'-methylsulphonylaminobenzophenone

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-Amino-4'-chlorobenzophenone (4 g.) was heated under reflux with a mixture of pyridine (15 ml.) and methanesulphonyl chloride (10 g.) for 30 mins. The mixture was then poured into a mixture of ice and hydrochloric acid and then filtered to give 4-chloro-4'-methylsulphonylaminobenzophenone m.p. 198°-200° C. A mixture of this product (2.4 g.) ethyl carbazate (2 g.) and a trace amount of pyridine hydrochloride in ethanol (50 ml.) was heated under reflux for 24 hours. The mixture was then cooled to 0° C. and filtered to give 4-chloro-4'-methylsulphonylaminobenzophenone ethoxycarbonyl hydrazone, m.p. 198°-200° C.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-bf2b9173f52145ab9495826d5834ca5e
Source dataset
uspto-grants-1984_02
Patent number
US04432994

Reaction notes

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