Aniline → HCID 18373438, compound

HRID 2301524Notes

Reaction equation

[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[C:3]=1[S:12](Cl)(=[O:14])=[O:13].[NH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(N(CC)CC)C>>[C:17]1([NH:16][S:12]([C:3]2[C:4]([Cl:11])=[CH:5][CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]=2[Cl:1])(=[O:14])=[O:13])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

Reactant 3

HCID 6115Aniline

HCID 8471Triethylamine

HCID 234477722,6-Dichloro-3-nitrobenzene-1-sulfonyl chloride

Product 1

HCID 18373438HCID 18373438, compoundYield 20%

Procedure

Following the general procedure for sulfonamide formation outlined in example 15, 2,6-dichloro-3-nitrobenzenesulfonyl chloride (540 mg, 1.85 mmol), aniline (173 mg, 1.85 mmol) and triethylamine (0.61 mL, 5.55 mmol) were reacted to form the desired product (1 30 mg, 20%). 1NMR (MeOD-d4): δ7.65 (d, 1H), 7.58 (d, 1H), 7.40 (t, 2H), 7.15 (m, 3H).

Workup

customwere reacted

Sources & evidence

ORD record: ord-45747f63aed948db9b87455af9c70708
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06500863B1

Reaction notes

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