4-Cyclopropylaniline → Ammonium Hydroxide

HRID 1736394Notes

Reaction equation

HRID 1736394 reaction equation
C1(C2C=CC([NH2:8])=CC=2)CC1.[CH:11]1([C:14]2[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=2)[CH2:13][CH2:12]1>>[OH-:21].[NH4+:8].[CH:11]1([C:14]2[CH:19]=[CH:18][C:17]([S:20]([NH2:8])(=[O:22])=[O:21])=[CH:16][CH:15]=2)[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 122539274-CyclopropylanilineHCID 220498824-Cyclopropylbenzene-1-sulfonyl chloride

Product 2

HCID 14923Ammonium HydroxideHCID 194327484-Cyclopropylbenzene-1-sulfonamide

Procedure

4-cyclopropylaniline (Bull. Soc. Chim. Belg. 1975, 84, 1197) was diazotized and converted with SO2 /Cu2Cl2 (3 hours, room temperature) into the corresponding 4-cyclopropylbenzenesulfonyl chloride. Subsequent aminolysis with ammonium hydroxide yielded the corresponding 4-cyclopropylbenzenesulfonamide, m.p. 158°-168° C., which was finally converted with KOH in EtOH in to the potassium salt.

Sources & evidence

ORD record
ord-28b71e0f1db34c638ad3f10f95e68c53
Source dataset
uspto-grants-1996_07
Patent number
US05541186

Reaction notes

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