Ammonia → HCID 21242200, compound

HRID 1761668Notes

Reaction equation

HRID 1761668 reaction equation
[CH3:1][CH2:2][N:3]([C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10](C)[CH:9]=1)=O)[CH2:4][CH3:5].C(#[N:22])C1C=CC=CC=1.[NH3:23]>[Zn]>[NH2:23][CH:2]([N:3]1[CH2:4][CH2:5][N:22]=[C:6]1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:1]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 4284N,N-diethyl-m-toluamideHCID 7505Benzonitrile

Product 1

HCID 21242200HCID 21242200, compound

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Conditions

Temperature
150 °C

Procedure

DETA (0.1 mole; 10.3 g), 0.1 mole (10.3 g) of benzonitrile and 0.2 g (2% by weight based on DETA) of sulfur were heated as in Example 2. In 2.5 hours, evolution of ammonia gas ceased, and the inside temperature finally reached 180° C. Then, 0.8 g (2 moles per mole of sulfur) of zinc dust was added to the reaction mixture, and the mixture was heated at an inside temperature of 150° C. for 2 hours. After the reaction mixture was allowed to cool, it was extracted with methanol. The extract was distilled under reduced pressure to give 0.078 mole (14.7 g; yield 78 mole %) of a crude 1-aminoethyl-2-phenylimidazoline fraction having a bp20 of 200°-204° C.

Workup

  1. customthe inside temperature finally reached 180° C
  2. temperatureto cool
  3. extractionit was extracted with methanol
  4. distillationThe extract was distilled under reduced pressure

Sources & evidence

ORD record
ord-0e510d35ed3c47eabfbd24aaa9b12dc0
Source dataset
uspto-grants-1989_05
Patent number
US04826991

Reaction notes

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