Ammonia → HCID 67547511, compound

HRID 2356742Notes

Reaction equation

HRID 2356742 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[C:11]([CH2:13][C:14]([NH2:16])=O)[N:12]=2)=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O.N>C(Cl)(Cl)Cl.N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:9][C:10]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[C:11]([CH2:13][C:14]#[N:16])[N:12]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 24813Phosphorus oxychlorideHCID 67546567HCID 67546567, compound

Product 1

HCID 67547511HCID 67547511, compoundYield 96.5%

Reagents, catalysts & solvents 2

HCID 1049PyridineCatalystHCID 6212ChloroformSolvent

Procedure

To a solution of 2-(4-chlorophenyl)-5-phenylthiazol-4-yl acetamide (3.4 g) and phosphorus oxychloride (3 ml) in chloroform (50 ml) was added one drop of pyridine, and the mixture was refluxed for 8 hours. Cold diluted aqueous ammonia was poured into the mixture and the organic layer was collected. After removing the solvent under reduced pressure, ethanol was added to the residue and crystal was collected by filtration to obtain 2-(4-chlorophenyl)-5-phenylthiazol-4-yl acetonitrile (3.1 g).

Workup

  1. temperaturethe mixture was refluxed for 8 hours
  2. customthe organic layer was collected
  3. customAfter removing the solvent under reduced pressure, ethanol
  4. additionwas added to the residue and crystal
  5. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-8b2afdacbc084075a2533d6ee9806f32
Source dataset
uspto-grants-2010_07
Patent number
US07759373B2

Reaction notes

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