Benzenemethanamine, 3,4-dichloro- → HCID 14458931, compound

HRID 1639288Notes

Reaction equation

HRID 1639288 reaction equation
[NH:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:4](=[O:11])OC1=O.[Cl:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][C:21]=1[Cl:22])[CH2:17][NH2:18]>C1C=CC=CC=1>[NH2:1][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[C:4]([NH:18][CH2:17][C:16]1[CH:19]=[CH:20][C:21]([Cl:22])=[C:14]([Cl:13])[CH:15]=1)=[O:11]

Participants

4

Reactant 2

HCID 1608Benzenemethanamine, 3,4-dichloro-HCID 8359Isatoic Anhydride

Product 1

HCID 14458931HCID 14458931, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 2H-3,1-benzoxazine-2,4(1H)-dione (20 g) and 3,4-dichlorobenzylamine (16.4 ml) in benzene (200 ml) was refluxed for 3 hours. After cooling, the solvent was removed under reduced pressure to give a residue, which was recrystallized from n-hexane-ethyl acetate (1:2) to afford 2-amino-N-(3,4-dichlorobenzyl)benzamide (30.5 g).

Workup

  1. temperaturewas refluxed for 3 hours
  2. temperatureAfter cooling
  3. customthe solvent was removed under reduced pressure
  4. customto give a residue, which
  5. customwas recrystallized from n-hexane-ethyl acetate (1:2)

Sources & evidence

ORD record
ord-abafc6711a744ed3bee2756618d89606
Source dataset
uspto-grants-1989_11
Patent number
US04883800

Reaction notes

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