Water → HCID 15700638, compound

HRID 236786Notes

Reaction equation

HRID 236786 reaction equation
[NH2:1][C:2]1[C:3]2[CH:16]=[CH:15][CH:14]=[CH:13][C:4]=2[S:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH2:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C([O-])([O-])=O.[K+].[K+].O>C(Cl)(Cl)Cl>[CH2:17]([N:1]([CH2:2][C:3]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:4]=1)[C:2]1[C:3]2[CH:16]=[CH:15][CH:14]=[CH:13][C:4]=2[S:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 12415655HCID 12415655, compound

Product 1

HCID 15700638HCID 15700638, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 2.25 g (10 mmol) of 3-amino-2-phenyl benzo(b)thiophene, 3.8 g (22 mmol) of benzyl bromide, 3.6 g (26 mmol) of K2CO3 and 0.5 g (3.3 mmol) of NAI in 25 ml of absolute CHCl3 is refluxed with stirring for 20 hours. After cooling, it is mixed with water, the organic phase is dried and washed with water. After drying over calcium carbonate and elimination of the solvent, there remains 3-dibenzylamino-2-phenyl-benzo(b)thiophene in the form of a crude oily product which crystallises in ethanol: 2.3 g (57% of theory), colourless crystals, mp 97°-101° (ethanol).

Workup

  1. temperatureis refluxed
  2. temperatureAfter cooling
  3. customthe organic phase is dried
  4. washwashed with water
  5. dry with materialAfter drying over calcium carbonate and elimination of the solvent, there
  6. customcrystallises in ethanol

Sources & evidence

ORD record
ord-3e6cc6c32b5b4a93a8a5eade1c2538d3
Source dataset
uspto-grants-1979_06
Patent number
US04157399

Reaction notes

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