Triethylamine → HCID 54113681, compound

HRID 648076Notes

Reaction equation

HRID 648076 reaction equation
[CH2:1]([S:9]Cl)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH:11]1([NH:17][S:18]([C:21]2[S:22][C:23]3[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=3[N:25]=2)(=[O:20])=[O:19])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.C(N(CC)CC)C>CN(C)C=O>[CH2:1]([S:9][N:17]([CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)[S:18]([C:21]1[S:22][C:23]2[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=2[N:25]=1)(=[O:19])=[O:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 963662-Benzothiazolesulfonamide, N-cyclohexyl-HCID 139302081-(Chlorosulfanyl)octane

Product 1

HCID 54113681HCID 54113681, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The resulting orange-red n-octyl chlorosulfide solution is added dropwise to a stirred solution of 77.5 grams of N-cyclohexyl benzothiazole-2-sulfonamide (0.26 mole) and 28 grams triethylamine (0.28 mole) in 300 ml anhydrous dimethylformamide at about 13°-17° C. over 80 minutes. After 90 minutes of stirring, the reaction mixture is poured into 2 liters of ice water. A muddy solid is obtained upon decanting the water. The solid is washed in 200 ml n-hexane and filtered by suction. 105 grams of light brownish white crystal is obtained.

Workup

  1. customA muddy solid is obtained
  2. customupon decanting the water
  3. washThe solid is washed in 200 ml n-hexane
  4. filtrationfiltered by suction

Sources & evidence

ORD record
ord-1ba0d6f8a903471c8c59922ef920e742
Source dataset
uspto-grants-1983_10
Patent number
US04410704

Reaction notes

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