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2-Chloroethyl isocyanate → 2-(2-Oxazolin-2-ylamino)-isoindoline

HRID 27417
Notes
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Reaction equation

HRID 27417 reaction equation
Cl[CH2:2][CH2:3][N:4]=[C:5]=[O:6].[NH2:7][N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9]1>C1(C)C=CC=CC=1>[O:6]1[CH2:2][CH2:3][N:4]=[C:5]1[NH:7][N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 160352-Chloroethyl isocyanateHCID 127356181,3-Dihydro-2H-isoindol-2-amine

Product 1

HCID 233429342-(2-Oxazolin-2-ylamino)-isoindoline

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

3.2 ml of (0.027 M) chlorethyl isocyanate in 15 ml of toluene are added dropwise to 5 g of (0.027 M) 2-amino-isoindoline in 100 ml toluene at a temperature of 20° to 30° C. After 1 hour, the precipitate is sucked off, washed with toluene and dried.

Workup

  1. washwashed with toluene
  2. customdried

Sources & evidence

ORD record
ord-6e35732ca4e04b0291a26a336ee10396
Source dataset
uspto-grants-1980_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04221798

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes