Sodium Methoxide → HCID 21393400, compound

HRID 461324Notes

Reaction equation

HRID 461324 reaction equation
C[O-].[Na+].[Cl-].[NH2:5][C:6]1[N:11]=[CH:10][CH:9]=[CH:8][N+:7]=1[CH2:12][S:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[Br:20]>CO>[Br:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[S:13][CH2:12][N:7]1[CH:8]=[CH:9][CH:10]=[N:11][C:6]1=[NH:5]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 21393395HCID 21393395, compound

Product 1

HCID 21393400HCID 21393400, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 5.4 g of sodium methoxide in 400 ml of methanol is added 33.4 g of 2-amino-1-[[(o-bromophenyl)thio]methyl]pyrimidinium chloride (from Example 3), and the mixture is stirred and heated under reflux for about 5 hours, and filtered while hot. The filtrate is concentrated in vacuo to dryness to give 1-[(o-bromophenylthio)methyl]-2-iminopyrimidine as a pale yellow crystalline solid after recrystallization from cyclohexane.

Workup

  1. temperatureheated
  2. temperatureunder reflux for about 5 hours
  3. filtrationfiltered while hot
  4. concentrationThe filtrate is concentrated in vacuo to dryness

Sources & evidence

ORD record
ord-55f82a8a0613485aa60b6b2294442150
Source dataset
uspto-grants-1977_12
Patent number
US04062846

Reaction notes

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