Ammonia → N-[4-Chloro-6-(2,3-xylidino)-2-pyrimidinyl]-aminoacetic acid amide

HRID 637936Notes

Reaction equation

HRID 637936 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[C:10]=2[CH3:16])[N:5]=[C:4]([NH:17][CH2:18][C:19](OCC)=O)[N:3]=1.[NH3:24].[OH2:25]>>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[C:10]=2[CH3:16])[N:5]=[C:4]([NH:17][C:18](=[O:25])[CH2:19][NH2:24])[N:3]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 13413749Ethyl 4-chloro-6-(2,3-xylidino)-2-pyrimidinylaminoacetate

Product 1

HCID 131714453N-[4-Chloro-6-(2,3-xylidino)-2-pyrimidinyl]-aminoacetic acid amide

Conditions

Temperature
120 °C

Procedure

A suspension of ethyl 4-chloro-6-(2,3-xylidino)-2-pyrimidinylaminoacetate (500 mg) in a 10% ammonia ethanolic solution (5 ml) is heated for 20 hours at 120° C. in closed vessel. The mixture is then diluted with water (10 ml) and filtered, yielding 300 mg of the desired amide (I, 3). By the same method the amides of the following acids have been prepared:

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-4c68c3eb9f3d4beea344b09462d00a01
Source dataset
uspto-grants-1985_12
Patent number
US04559345

Reaction notes

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