Water → HCID 22058004, compound

HRID 2302239Notes

Reaction equation

HRID 2302239 reaction equation
[N:1]1[CH:6]=[CH:5][C:4](C(Cl)=O)=[CH:3][CH:2]=1.[N:10]1[CH:15]=[CH:14][C:13](C(O)=O)=[CH:12][CH:11]=1.[C:19]([Cl:24])(=O)[C:20](Cl)=O.[C:25]([C:27]1[CH:35]=[CH:34][C:30]([C:31]([NH2:33])=[O:32])=[CH:29][CH:28]=1)#[N:26].[OH2:36]>N1C=CC=CC=1>[Cl:24][C:19]1[CH:20]=[CH:14][C:13]([NH:33][C:31](=[O:32])[C:30]2[CH:34]=[CH:35][C:27]([C:25]#[N:26])=[CH:28][CH:29]=2)=[CH:12][C:11]=1[NH:10][C:15]([C:5]1[CH:6]=[N:1][CH:2]=[CH:3][CH:4]=1)=[O:36]

Participants

7

Reactant 5

HCID 962WaterHCID 5922Isonicotinic AcidHCID 65578Oxalyl chlorideHCID 76427p-CyanobenzamideHCID 417436Pyridine-4-carbonyl chloride

Product 1

HCID 22058004HCID 22058004, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of pyrid4-ylcarbonyl chloride (prepared by the reaction of pyridine-4-carboxylic acid and oxalyl chloride; 0.213 g), N-3-amino4-chlorophenyl)-4-cyanobenzamide (0.27 g) and pyridine (4 ml) was stirred and heated to 110° C. for 16 hours. After cooling, the mixture was poured into water (25 ml). The resultant precipitate was collected, washed with water and dried to give the title compound as a solid (0.32 g); NMR Spectrum: (DMSOd6) 7.58 (d, 1H), 7.75 (m, 1H), 7.85 (d, 2H), 8.01 (d, 2H), 8.10 (m, 3H), 8.80(d, 2H); Mass Spectrum: M+H+ 377.

Workup

  1. temperatureAfter cooling
  2. customThe resultant precipitate was collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-8c673778f1c2425099ead8482afe1550
Source dataset
uspto-grants-2002_08
Patent number
US06432949B1

Reaction notes

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