Sodium Hydroxide → 6-Methyl-4-(3-nitrophenyl)-2-phenyl-5-thioureidomethylpyrimidine

HRID 4686Notes

Reaction equation

HRID 4686 reaction equation
C([NH:9][C:10](=[S:35])[NH:11][CH2:12][C:13]1[C:14]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([N+:32]([O-:34])=[O:33])[CH:27]=2)=[N:15][C:16]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[N:17][C:18]=1[CH3:19])(=O)C1C=CC=CC=1.[OH-].[Na+]>CO.O>[CH3:19][C:18]1[N:17]=[C:16]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:15]=[C:14]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([N+:32]([O-:34])=[O:33])[CH:27]=2)[C:13]=1[CH2:12][NH:11][C:10]([NH2:9])=[S:35]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 540990445-(3-Benzoylthioureidomethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine

Product 1

HCID 201513886-Methyl-4-(3-nitrophenyl)-2-phenyl-5-thioureidomethylpyrimidineYield 95.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of 5-(3-benzoylthioureidomethyl)-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine (1.0 g) and sodium hydroxide (0.089 g) in methanol (20 ml) and water (10 ml) was stirred for 1 hour at a room temperature. After evaporating the solvent, water (20 ml) was added thereto and stirred for 30 minutes. The resulting precipitates were collected by filtration, washed with water and dried over phosphorous pentoxide to give 6-methyl-4-(3-nitrophenyl)-2-phenyl-5-thioureidomethylpyrimidine (0.75 g).

Workup

  1. customAfter evaporating the solvent, water (20 ml)
  2. additionwas added
  3. stirringstirred for 30 minutes
  4. customThe resulting precipitates
  5. filtrationwere collected by filtration
  6. washwashed with water
  7. dry with materialdried over phosphorous pentoxide

Sources & evidence

ORD record
ord-f619641739a748e89b0fd89a05ea9aa1
Source dataset
uspto-grants-1988_02
Patent number
US04727073

Reaction notes

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