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Methyl Isocyanate → N,2-Dimethyl-2,3-dihydro-1H-indole-1-carboxamide

HRID 482647
Notes
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Reaction equation

HRID 482647 reaction equation
[CH3:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.[CH3:11][N:12]=[C:13]=[O:14]>C1(C)C=CC=CC=1>[CH3:11][NH:12][C:13]([N:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:10][CH:2]1[CH3:1])=[O:14]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 233052-Methylindoline

Product 1

HCID 12321965N,2-Dimethyl-2,3-dihydro-1H-indole-1-carboxamideYield 89%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1 mole of 2-methylindoline is dissolved in 300 ml of toluene and 1 mole of methyl isocyanate is added, the temperature not rising above 25° C. The mixture is left to stand for 1 day and the resulting precipitate is then filtered off. N-Methylaminocarbonyl-2-methylindoline with a melting point of 158°-160° C. is obtained.

Workup

  1. customrising above 25° C
  2. waitThe mixture is left
  3. filtrationthe resulting precipitate is then filtered off

Sources & evidence

ORD record
ord-67cd72da9e004d86b4df692275ac9af9
Source dataset
uspto-grants-1986_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04574124

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes