Potassio isocyanate → 3-Phenyl-2,3-dihydro-1H-indole-1-carboxamide

HRID 262301

Reaction equation

HRID 262301 reaction equation
Cl.[C:2]1([CH:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N-:17]=[C:18]=[O:19].[K+]>O.C(O)C>[C:18]([N:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:8]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:9]1)(=[O:19])[NH2:17]

Participants

5

Reactant 2

HCID 11051572Potassio isocyanateHCID 213204633-Phenyl-2,3-dihydro-1H-indole--hydrogen chloride (1/1)

Product 1

HCID 538455683-Phenyl-2,3-dihydro-1H-indole-1-carboxamide

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture comprising 2.3 g of 3-phenyl indoline hydrochloride in 23 ml of water and 0.81 g of potassium isocyanate in 23 ml of ethanol was stirred for 15 minutes at room temperature. The precipitate which resulted was filtered off, washed with water and recrystallized from dilute ethanol. The yield of N-carbamoyl-3-phenylindoline was 0.9 g and the product had a melting point of 144°-145° C.

Workup

  1. customThe precipitate which resulted
  2. filtrationwas filtered off
  3. washwashed with water
  4. customrecrystallized from dilute ethanol

Sources & evidence

ORD record
ord-a26935f1678c4ebe8890882cefa5be19
Source dataset
uspto-grants-1979_05
Patent number
US04153789

Linked notes

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