Ammonia → HCID 10383265, compound

HRID 750802Notes

Reaction equation

HRID 750802 reaction equation
CS([C:5]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])[C:8]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)=[CH:7][N:6]=1)(=O)=O.[NH3:26]>CN(C=O)C>[NH2:26][C:5]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])[C:8]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)=[CH:7][N:6]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 69198607HCID 69198607, compound

Product 1

HCID 10383265HCID 10383265, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

In a 75 mL stainless steel pressure vessel was added 5 mL DMF and 2-methylsulfonyl-4-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyrimidine (420 mg, 1.0 mmol). Then excess ammonia gas was introduced into the vessel, and the vessel was sealed with a stainless steel nut. The vessel was heated at 120° C. for 18 h. The solvent was removed under high vacuum and product was obtained. HPLC/MS: m/e=351 (M+1); Rt=3.42 min; 1H-NMR 500 MHz (CDCl3): δ 4.8 (bs, 2H), 7.42 (d, J=9 Hz, 1H), 7.5-7.6 (m, 3H), 7.8 (m, 2H), 8.18 (s, 1H).

Workup

  1. customThe solvent was removed under high vacuum
  2. customproduct was obtained

Sources & evidence

ORD record
ord-cfa97a2de6c944d696c6ecf9cb762754
Source dataset
uspto-grants-2008_07
Patent number
US07405221B2

Reaction notes

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