Formaldehyde → HCID 21109084, compound

HRID 1766088Notes

Reaction equation

HRID 1766088 reaction equation
[C:1]([C:3]1[C:4]([C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([N+:37]([O-:39])=[O:38])[CH:32]=2)=[N:5][C:6]([S:29][CH3:30])=[N:7][C:8]=1[CH:9]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)#[N:2].[CH2:40]=O>>[C:1]([C:3]1[C:4]([C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([N+:37]([O-:39])=[O:38])[CH:32]=2)=[N:5][C:6]([S:29][CH3:30])=[N:7][C:8]=1[CH:9]=[CH2:40])#[N:2]

Participants

3

Reactant 2

HCID 712FormaldehydeHCID 21109083HCID 21109083, compound

Product 1

HCID 21109084HCID 21109084, compound

Procedure

A solution of 5-cyano-2-methylthio-4-(3-nitro-phenyl)-6-[(triphenylphosphanylidene)-methyl]-pyrimidine (example 27a, 7.04 g,)) in TBF (64 ml) was treated with aqueous formaldehyde (37 wt. %, 3.55 ml) at 60° C. for 1 h. After the mixture was cooled to room temperature, it was diluted with EtOAb (100 ml) and washed with water (2×50 ml), dried (MgSO4) and concentrated under reduced pressure. The title compound was purified by chromatography on silica gel using hept/EtOAc=9/1 to 3/2 (v/v) as the eluent.

Workup

  1. additionit was diluted with EtOAb (100 ml)
  2. washwashed with water (2×50 ml)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated under reduced pressure
  5. customThe title compound was purified by chromatography on silica gel using hept/EtOAc=9/1 to 3/2 (v/v) as the eluent

Sources & evidence

ORD record
ord-eee0d6d5f66949ca991ca93c375fcfa0
Source dataset
uspto-grants-2007_06
Patent number
US07229990B2

Reaction notes

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