Benzyl Bromide → 3-Cyclopropylmethylamino-4-chloro-5-methylsulfinylbenzoic acid

HRID 1606623Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4](N)[C:5](=[CH:9][C:10]=1[S:11]([CH3:14])(=[O:13])=O)[C:6]([OH:8])=[O:7].C(Br)C1C=CC=CC=1.[NH2:24][C:25]1[CH:26]=[C:27]([CH:31]=C(S(C)=O)C=1Cl)C(O)=O.C1(CBr)CC1>>[CH:26]1([CH2:25][NH:24][C:3]2[CH:4]=[C:5]([CH:9]=[C:10]([S:11]([CH3:14])=[O:13])[C:2]=2[Cl:1])[C:6]([OH:8])=[O:7])[CH2:27][CH2:31]1

Participants

Reactant 4

HCID 7498Benzyl Bromide

HCID 81503Bromomethylcyclopropane

HCID 215439723-Amino-4-chloro-5-methylsulfinylbenzoic acid

HCID 221015002-Amino-4-chloro-5-methylsulphonylbenzoic acid

Product 1

HCID 215439773-Cyclopropylmethylamino-4-chloro-5-methylsulfinylbenzoic acid

Procedure

This product is prepared by replacing the 4-chloro-5-methylsulfonylanthranilic acid and the benzyl bromide employed in Example 4 by equivalent quantities of 3-amino-4-chloro-5-methylsulfinylbenzoic acid and cyclopropylmethyl bromide, respectively and following substantially the same procedure described in Example 4.

Workup

customThis product is prepared

Sources & evidence

ORD record: ord-7cb3fa1d1a974ce8a50627024c582ecb
Source dataset: uspto-grants-1976_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03953476

Reaction notes

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