Phosphorus oxychloride → HCID 18763623, compound

HRID 431257Notes

Reaction equation

HRID 431257 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6](/[CH:10]=[CH:11]/[C:12]2[N:17]=[C:16](O)[CH:15]=[C:14]([CH3:19])[N:13]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].O=P(Cl)(Cl)[Cl:22]>>[Cl:22][C:16]1[CH:15]=[C:14]([CH3:19])[N:13]=[C:12](/[CH:11]=[CH:10]/[C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[N:17]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178429322HCID 178429322, compound

Product 1

HCID 18763623HCID 18763623, compoundYield 71%

Procedure

In analogy to example 12c), by heating was (E)-2-[2-(3-nitro-phenyl)-vinyl]-6-methyl-pyrimidin-4-ol (1.28 g, 5 mmol) in POCl3 (9.16 ml, 0.1 mol) at 130° C. for 4.5 h there was obtained (E)-4-chloro-2-[2-(3-nitro-phenyl)-vinyl]-6-methyl-pyrimidine (0.97 g, 71%) as an off-white solid. EI mass spectrum, m/e: 275 (M calculated for C13H10ClN3O2: 275).

Workup

  1. temperatureIn analogy to example 12c), by heating
  2. customat 130° C.
  3. customfor 4.5 h

Sources & evidence

ORD record
ord-51613110fcda4b5d81ba83196d5553b6
Source dataset
uspto-grants-2003_12
Patent number
US06657060B2

Reaction notes

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