Ammonia → 4-(4-n-Heptylpyrimid-2-yl)benzoic acid amide

HRID 461308Notes

Reaction equation

HRID 461308 reaction equation
[NH3:1].C([O:4][C:5](=O)[C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:17]=[C:16]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH:15]=[CH:14][N:13]=2)=[CH:8][CH:7]=1)C>CO.ClCCl>[CH2:18]([C:16]1[CH:15]=[CH:14][N:13]=[C:12]([C:9]2[CH:10]=[CH:11][C:6]([C:5]([NH2:1])=[O:4])=[CH:7][CH:8]=2)[N:17]=1)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 543719414(4-n-Heptylpyrimid-2-yl)-benzoic acid ethyl ester

Product 1

HCID 538442864-(4-n-Heptylpyrimid-2-yl)benzoic acid amide

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

30 ml. of liquid ammonia are added to 4.4 g. of 4-(4-n-heptylpyrimid-2-yl)-benzoic acid ethyl ester, dissolved in 50 ml. of a methanol-dichloromethane (1:1) mixture, in an autoclave and the mixture is then warmed to 90° for 5 hours (pressure: 16 atmospheres absolute). The reaction mixture is evaporated to dryness and the more sparingly soluble amide is separated from unreacted educt, whereby 4-(4-n-heptylpyrimid-2-yl)-benzoic acid amide is obtained.

Workup

  1. customThe reaction mixture is evaporated to dryness
  2. customthe more sparingly soluble amide is separated from unreacted educt

Sources & evidence

ORD record
ord-28dc2c161f094584808158968e9f4700
Source dataset
uspto-grants-1977_12
Patent number
US04062798

Reaction notes

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