Ammonia → 2,4-Diamino-5-(2,3-dichlorophenyl)pyrimidine

HRID 846361Notes

Reaction equation

HRID 846361 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[C:10]=2[Cl:16])=[CH:4][N:3]=1.[NH3:17]>>[NH2:1][C:2]1[N:7]=[C:6]([NH2:17])[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[C:10]=2[Cl:16])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 197050822-Amino-4-chloro-5-(2,3-dichlorophenyl)pyrimidine

Product 1

HCID 197050772,4-Diamino-5-(2,3-dichlorophenyl)pyrimidine

Conditions

Temperature
125 °C

Procedure

To 2-amino-4-chloro-5-(2,3-dichlorophenyl)pyrimidine (6.73 gms) was added ethanolic ammonia (30 equiv. in 50 ml EtOH) and the mixture sealed in a Parr reaction vessel and heated to 125° C. for 38 hours. After cooling, the mixture was concentrated in vacuo and the residue mixed with 1N NaOH (75 ml), filtered, washed with water and dried in vacuo, 6.14 gms, mp. 208°-211° C.

Workup

  1. customthe mixture sealed in a Parr reaction vessel
  2. temperatureAfter cooling
  3. concentrationthe mixture was concentrated in vacuo
  4. additionthe residue mixed with 1N NaOH (75 ml)
  5. filtrationfiltered
  6. washwashed with water
  7. customdried in vacuo, 6.14 gms, mp. 208°-211° C.

Sources & evidence

ORD record
ord-e34088196da74245b0a0f95582b6368a
Source dataset
uspto-grants-1992_08
Patent number
US05136080

Reaction notes

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