Benzhydrylamine → 101398-60-1

HRID 1975404Notes

Reaction equation

HRID 1975404 reaction equation
[C:1]1([CH:7]([NH2:14])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CO[CH:17](OC)[N:18]([CH3:20])[CH3:19]>ClCCl>[C:1]1([CH:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:14]=[CH:17][N:18]([CH3:20])[CH3:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 7036BenzhydrylamineHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 58283101398-60-1Yield 70%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 9.15 g (50 mmol) of (diphenylmethyl)amine and 8.33 g (70 mmol of dimethylformamide dimethylacetal in 25 mL of dichloromethane was refluxed briefly and slowly distilled through a Vigreux column, distilling off all material that boiled at or below 90°. The residue was stripped in vacuo, poured into water, cooled, and the resulting solid filtered off. After drying, it was recrystallized from hexane to provide 8.3 g (70%) of N'-(diphenylmethyl)-N,N-dimethylmethanimidamide, mp 58-60.

Workup

  1. distillationslowly distilled through a Vigreux column
  2. distillationdistilling off all material
  3. custombelow 90°
  4. additionpoured into water
  5. temperaturecooled
  6. filtrationthe resulting solid filtered off
  7. customAfter drying
  8. customit was recrystallized from hexane

Sources & evidence

ORD record
ord-abdc2d890e70434288de4fab32ab1ea9
Source dataset
uspto-grants-1994_02
Patent number
US05286752

Reaction notes

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