Ammonia → HCID 20245446, compound

HRID 1589609Notes

Reaction equation

HRID 1589609 reaction equation
[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C:19](O)=O)=[CH:14][CH:13]=2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5].O=S(Cl)Cl.[Cl-].[NH3:27]>C1(C)C=CC=CC=1.O>[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C:19]#[N:27])=[CH:14][CH:13]=2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

7

Reactant 4

HCID 222AmmoniaHCID 312ChlorideHCID 24386Thionyl ChlorideHCID 20245475HCID 20245475, compound

Product 1

HCID 20245446HCID 20245446, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

180 g of SOCl2 was added to a suspension of 281 g of 4'-pentylbiphenyl-4-ylacetamide [m.p. 185°; obtained by reaction of 4-acetyl-4'-pentylbiphenyl with morpholine/sulfur and subsequent hydrolysis to give 4'-pentylbiphenyl-4-ylacetic acid (m.p. 160°), reaction with SOCl2 to give the chloride and reaction with NH3 ] in 1 l of toluene at 80°. After stirring at 80° for 6 hours, cooling down and pouring into water, 4'-pentylbiphenyl-4-ylacetonitrile was obtained, m.p. 80°, c.p. -10°.

Workup

  1. customto give
  2. customto give
  3. temperaturecooling down

Sources & evidence

ORD record
ord-b7b89c40427f4141b6506072365842b2
Source dataset
uspto-grants-1986_02
Patent number
US04572794

Reaction notes

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