4-Amino-3-methylbenzenesulfonic acid → Pyridinium 4-(acetylamino)-3-methylbenzenesulfonate

HRID 890504

반응식

HRID 890504 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[CH3:12].[C:13](OC(=O)C)(=[O:15])[CH3:14]>N1C=CC=CC=1>[C:13]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O-:11])(=[O:9])=[O:10])=[CH:4][C:3]=1[CH3:12])(=[O:15])[CH3:14].[NH+:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 2

HCID 73844-Amino-3-methylbenzenesulfonic acidHCID 7918Acetic Anhydride

생성물 1

HCID 22251061Pyridinium 4-(acetylamino)-3-methylbenzenesulfonate

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

For example, commercially available 2-aminotoluene-5-sulfonic acid was allowed to react with acetic anhydride in pyridine to afford pyridinium 4-(acetylamino)-3-methylbenzenesulfonate (Scheme V). The resulting salt was then allowed to react with sodium hydroxide to afford the corresponding sodium salt, sodium 4-(acetylamino)-3-methylbenzenesulfonate. The salt was then allowed to react with thionyl chloride to afford the intermediate sulfonyl chloride, followed by reaction with ammonia and subsequent deprotection by reaction with aqueous hydrochloric acid in ethanol to afford the desired sulfonamide.

출처 및 근거

ORD 기록
ord-5e2ea6ffbfc54c3993c8992b4a289042
출처 데이터셋
uspto-grants-2006_02
특허 번호
US06995283B2

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