Benzenesulfonyl chloride → HCID 69527205, compound

HRID 1242264Notes

Reaction equation

HRID 1242264 reaction equation
[I:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:16]1([S:22](Cl)(=[O:24])=[O:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(Cl)Cl>[CH:19]1[CH:20]=[CH:21][C:16]([S:22]([NH2:6])(=[O:24])=[O:23])=[CH:17][CH:18]=1.[I:1][C:2]1[CH:8]=[CH:7][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 108934-Iodoaniline

Product 1

HCID 69527205HCID 69527205, compoundYield 51.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 4-iodoaniline (10.00 g, 45.7 mmol, 1.0 equiv), triethylamine (6.36 ml, 45.7 mmol, 1.0 equiv) and CH2Cl2 (200 ml) was cooled to 0° C. Benzenesulfonyl chloride (5.85 ml, 45.7 mmol, 1.0 equiv) was added drop wise. The reaction mixture was stirred at rt for 3 h and then concentrated under vacuum to give a white solid (8.45 g, 51.5%) which was dried and used as such in the next step.

Workup

  1. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-7955ee5c00dd446991c5dddd0b1cdf2e
Source dataset
uspto-grants-2006_10
Patent number
US07115666B2

Reaction notes

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