Triethylamine → HCID 18929784, compound

HRID 1598582Notes

Reaction equation

HRID 1598582 reaction equation
Cl.[NH2:2][CH:3]1[CH2:11][CH2:10][C:6]2[S:7][CH:8]=[CH:9][C:5]=2[CH2:4]1.C(N(CC)CC)C.[CH3:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[S:26](Cl)(=[O:28])=[O:27]>C(Cl)Cl>[CH3:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[S:26]([NH:2][CH:3]1[CH2:11][CH2:10][C:6]2[S:7][CH:8]=[CH:9][C:5]=2[CH2:4]1)(=[O:28])=[O:27]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 8623o-Toluenesulfonyl chlorideHCID 18929769HCID 18929769, compound

Product 1

HCID 18929784HCID 18929784, compoundYield 79.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To 2.00 g of 5-amino-4,5,6,7-tetrahydrobenzo[b]thiophene.hydrochloride and 2.40 g of triethylamine dissolved in 15 ml of methylene chloride was added dropwise 2.11 g of 2-methylbenzenesulfonyl chloride dissolved in 5 ml of methylene chloride under ice cooling, and the mixture was stirred for 1 hour. The reaction mixture was washed and dried, and then the solvent was removed. The resulting crystals were recrystallized from ethyl acetate-hexane to obtain 2.58 g of 5-[(2-methylphenyl)sulfonylamino]-4,5,6,7-tetrahydrobenzo[b]thiophene.

Workup

  1. washThe reaction mixture was washed
  2. customdried
  3. customthe solvent was removed
  4. customThe resulting crystals were recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-47f68560f4f247998f90cae6256f59eb
Source dataset
uspto-grants-1998_04
Patent number
US05739132

Reaction notes

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