Triethylamine → HCID 20484704, compound

HRID 648077Notes

Reaction equation

HRID 648077 reaction equation
[CH:1]1([S:7]Cl)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:9]([NH:11][S:12]([C:15]1[S:16][C:17]2[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=2[N:19]=1)(=[O:14])=[O:13])[CH3:10].C(N(CC)CC)C>CN(C)C=O.C(Cl)(Cl)Cl>[CH:1]1([S:7][N:11]([CH2:9][CH3:10])[S:12]([C:15]2[S:16][C:17]3[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=3[N:19]=2)(=[O:13])=[O:14])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 87312Cyclohexanesulfenyl chlorideHCID 20484690HCID 20484690, compound

Product 1

HCID 20484704HCID 20484704, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6228DimethylformamideSolvent

Procedure

7.8 grams (0.0517 mole) of cyclohexyl chlorosulfide prepared as in Example 1 is added over a 60-minute period to a stirred solution of 12 grams (0.0495 mole) of N-ethyl benzothiazole-2-sulfonamide, 5.5 grams of triethylamine (0.0495 mole) in 200 ml anhydrous dimethylformamide and 200 ml chloroform. The temperature is maintained between about 15° and 20° C. The reaction mixture is poured into 2 liters of ice water. The solvent layer is well washed, dehydrated with anhydrous sodium sulfate and any remaining solvent is removed by vacuum distillation.

Workup

  1. temperatureThe temperature is maintained between about 15° and 20° C
  2. washThe solvent layer is well washed
  3. customany remaining solvent is removed by vacuum distillation

Sources & evidence

ORD record
ord-37d8412820364c6aaaa3340ed56f36c8
Source dataset
uspto-grants-1983_10
Patent number
US04410704

Reaction notes

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