Phosphorus oxychloride → 4-Chloro-6-(3-nitrophenyl)furo[2,3-d]pyrimidine

HRID 1592933Notes

Reaction equation

HRID 1592933 reaction equation
O[C:2]1[C:3]2[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=3)[O:8][C:4]=2[N:5]=[CH:6][N:7]=1.P(Cl)(Cl)([Cl:22])=O>>[Cl:22][C:2]1[C:3]2[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([N+:17]([O-:19])=[O:18])[CH:12]=3)[O:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178526596HCID 178526596, compound

Product 1

HCID 179630124-Chloro-6-(3-nitrophenyl)furo[2,3-d]pyrimidine

Procedure

11 g of 4-hydroxy-6-(3-nitrophenyl)furo[2,3-d]pyrimidine are heated for 4 h to RF in ca. 340 ml of phosphorus oxychloride. Afterwards, the reaction mixture is left to stand over night and then added to 5 kg of drained ice. The resulting suspension is filtered by suction and washed with a lot of H2O. The residue is dried in a HV and sublimated at ca. 200° C.; m.p.: 196-205° C.

Workup

  1. waitAfterwards, the reaction mixture is left
  2. waitto stand over night
  3. filtrationThe resulting suspension is filtered by suction
  4. washwashed with a lot of H2O
  5. customThe residue is dried in a HV
  6. customsublimated at ca. 200° C.

Sources & evidence

ORD record
ord-373ea6d38ff64b899b0a0c78cddeed73
Source dataset
uspto-grants-2007_11
Patent number
US07294633B2

Reaction notes

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