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4-Fluorobenzylamine → HCID 67482556, compound

HRID 2402303
Notes
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Reaction equation

HRID 2402303 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:12])[NH:5][C:6]2=[O:11].[F:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18]N)=[CH:16][CH:15]=1>C(O)(=O)C>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:12])[N:5]([CH2:18][C:17]1[CH:20]=[CH:21][C:14]([F:13])=[CH:15][CH:16]=1)[C:6]2=[O:11]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 673264-FluorobenzylamineHCID 2312384-chloroisoindole-1,3-dione

Product 1

HCID 67482556HCID 67482556, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 4-chloro-isoindole-1,3-dione (2.75 g, 15 mmol) and 4-fluorobenzylamine (1.88 g, 15 mmol) in glacial acetic acid (10 mL) was heated at 150° C. in microwave for 30 mins. After cooled to room temperature, the reaction mixture was poured into ice water and the white precipitates were collected. Recrystallization with EtOH provided the title compound (3.86 g, 89%).

Workup

  1. temperatureAfter cooled to room temperature
  2. customthe white precipitates
  3. customwere collected
  4. customRecrystallization with EtOH

Sources & evidence

ORD record
ord-f8c12a5b93474e49a8919040bfbe3b97
Source dataset
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08796313B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes