2,4-Dichloro-5-nitropyrimidine → HCID 58748430, compound

HRID 2424379Notes

Reaction equation

HRID 2424379 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[S:19]([NH:22][CH3:23])(=[O:21])=[O:20]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[N:7]=[C:6]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[S:19]([NH:22][CH3:23])(=[O:21])=[O:20])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 5212662,4-Dichloro-5-nitropyrimidineHCID 11328402-amino-N-methylbenzene-1-sulfonamide

Product 1

HCID 58748430HCID 58748430, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
61 °C

Procedure

2,4-Dichloro-5-nitro-pyrimidine (1.94 g, 10 mmol) and 2-amino-N -methyl-benzenesulfonamide (1.86 g, 10 mmol) are dissolved in CHCl3 (30 mL). The reaction mixture is heated at 61° C. for 2 h. The solvent is evaporated and the residue is washed with ether to give the title product. Rf=0.5 (n-hexane:ethyl acetate=1:1). 1H-NMR (400 MHz, CDCl3), δ (ppm): 2.67 (d, 3H), 4.6-4.7 (m, 2H), 7.41 (t 1H), 7.7 (t, 1H), 8.04 (d, 1H), 8.15 (d, 1H), 9.21 (s, 1H), 11.2 (s, 1H).

Workup

  1. customThe solvent is evaporated
  2. washthe residue is washed with ether

Sources & evidence

ORD record
ord-2ce3ed4a9473467fa5bc11cfff0f00d8
Source dataset
uspto-grants-2011_06
Patent number
US07964592B2

Reaction notes

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