Sodium Methoxide → 1-(2-Methoxy-5-morpholinophenyl)thiourea

HRID 2220830Notes

Reaction equation

HRID 2220830 reaction equation
C([NH:9][C:10]([NH:12][C:13]1[CH:18]=[C:17]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[CH:16]=[CH:15][C:14]=1[O:25][CH3:26])=[S:11])(=O)C1C=CC=CC=1.C[O-].[Na+]>CO>[CH3:26][O:25][C:14]1[CH:15]=[CH:16][C:17]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)=[CH:18][C:13]=1[NH:12][C:10]([NH2:9])=[S:11]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 22015734N-(2-methoxy-5-morpholinophenylcarbamothioyl)benzamide

Product 1

HCID 220157331-(2-Methoxy-5-morpholinophenyl)thiourea

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Benzoyl-3-(2-methoxy-5-morpholin-4-yl-phenyl)-thiourea (8.0 g, 21 mmol), suspended in methanol (260 ml), are treated with 6 ml sodium methanolate (5.4M in methanol) and the mixture stirred until a white precipitate forms. The mixture is concentrated in vacuo, the crystals are isolated by filtration and washed with methanol and hexane (5.0 g 86%). MS: m/e=268 (M+).

Workup

  1. concentrationThe mixture is concentrated in vacuo
  2. customthe crystals are isolated by filtration
  3. washwashed with methanol and hexane (5.0 g 86%)

Sources & evidence

ORD record
ord-27478f2e1b5f4d8aba2e8917ebdf331b
Source dataset
uspto-grants-2008_05
Patent number
US07368446B2

Reaction notes

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