Triethylamine → HCID 18332404, compound

HRID 2268775Notes

Reaction equation

HRID 2268775 reaction equation
[CH3:1][CH:2]([NH:4][S:5](Cl)(=[O:7])=[O:6])[CH3:3].[CH2:9]([S:11]([C:14]1[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][CH:15]=1)(=[O:13])=[O:12])[CH3:10].C(N(CC)CC)C>ClCCl>[CH2:9]([S:11]([C:14]1[CH:19]=[CH:18][C:17]([NH:20][S:5]([NH:4][CH:2]([CH3:3])[CH3:1])(=[O:7])=[O:6])=[CH:16][CH:15]=1)(=[O:13])=[O:12])[CH3:10]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 22795Aniline, p-(ethylsulfonyl)-HCID 117737Isopropylsulphamoyl chloride

Product 1

HCID 18332404HCID 18332404, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(1-Methylethyl)sulfamoyl chloride (6.63 g, 0.034 mol) was added dropwise to a solution of 4-(ethylsulfonyl)benzene amine (6 g, 0.032 mol) and triethylamine (4.87 ml, 0.035 mol) in dry dichloromethane (100 ml) at 0° C. under a nitrogen atmosphere. After addition, the resultant mixture was allowed to warm to room temperature and was stirred for 6 hr. The reaction mixture was then washed with water (2×50 ml). The organic extracts were combined, dried (MgSO4) and concentrated in vacuo to yield N-(4-ethylsulfonylphenyl)-N′-(1-methylethyl)sulfamide as a white solid. δ(1H NMR, DMSO, ppm): 1.05 (6H, d), 1.10 (3H, t), 3.25 (2H, q), 3.40 (1H, m), 7.40 (2H, d), 7.80 (3H, m).

Workup

  1. additionAfter addition
  2. washThe reaction mixture was then washed with water (2×50 ml)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-bb287441b86c4fc482b2ace56d449a5f
Source dataset
uspto-grants-2001_12
Patent number
US06329366B1

Reaction notes

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