Cyclopropanemethanamine → 2-Chloro-5-(cyclopropylmethyl-sulfamoyl)-benzoic acid

HRID 32673

Reaction equation

[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11](=[O:15])(=[O:14])[NH:12][CH3:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl[C:17]1C=CC(S(O)=O)=[CH:22][C:18]=1C(O)=O.C1(CN)CC1>>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11](=[O:15])(=[O:14])[NH:12][CH2:13][CH:22]2[CH2:18][CH2:17]2)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

Reactant 3

HCID 75646Cyclopropanemethanamine

HCID 111724Benzoic acid, 2-chloro-5-[(methylamino)sulfonyl]-

HCID 151129042-Chloro-5-sulfino-benzoic acid

Product 1

HCID 290355802-Chloro-5-(cyclopropylmethyl-sulfamoyl)-benzoic acidYield 81%

Procedure

The title compound was synthesised according to the procedure described for 2-Chloro-5-methylsulfamoyl-benzoic acid from 2-Chloro-5-sulfino-benzoic acid and cyclopropylmethylamine and obtained in 81% yield. MS (m/e): 288.0 (MH−, 100%).

Workup

customobtained in 81% yield

Sources & evidence

ORD record: ord-fc1203deeb0949a888ece709f3315086
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07427612B2

Linked notes

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