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

HRID 1448433Notes

Reaction equation

HRID 1448433 reaction equation
C([O:3][C:4](=O)[C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:16]=[C:15]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH:14]=[CH:13][N:12]=2)=[CH:7][CH:6]=1)C.[NH3:25]>CO.ClCCl>[CH2:17]([C:15]1[CH:14]=[CH:13][N:12]=[C:11]([C:8]2[CH:9]=[CH:10][C:5]([C:4]([NH2:25])=[O:3])=[CH:6][CH:7]=2)[N:16]=1)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

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

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

Workup

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

Sources & evidence

ORD record
ord-efb129c451714ee9839264c49474949c
Source dataset
uspto-grants-1979_12
Patent number
US04180475

Reaction notes

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