Ammonia → [3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]thiourea

HRID 1803116Notes

Reaction equation

HRID 1803116 reaction equation
[NH3:1].[N:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]=[C:14]([CH3:16])[N:13]=[CH:12]2)=[C:7]([O:17][CH3:18])[CH:6]=1)=[C:3]=[S:4]>>[CH3:18][O:17][C:7]1[CH:6]=[C:5]([NH:2][C:3]([NH2:1])=[S:4])[CH:10]=[CH:9][C:8]=1[N:11]1[CH:15]=[C:14]([CH3:16])[N:13]=[CH:12]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 86624670HCID 86624670, compound

Product 1

HCID 71650841[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]thioureaYield 100%

Procedure

Step D (4): Methanolic ammonia (1.0 M, 100 mL, 100 mmol) was added to a flask charged with 1-(4-isothiocyanato-2-methoxyphenyl)-4-methyl-1H-imidazole (500 mg, 2.04 mmol) in a ice-water bath. After the addition was complete, the resulting slurry was stirred for 10 min and then allowed to warm to rt. After 24 h, the reaction mixture was concentrated to dryness in vacuo. The resulting solid was dried under high vacuum to afford 1-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)thiourea (0.529 g, 100% yield) as a white solid. LC-MS (M+H)+ 263.3.

Workup

  1. additionAfter the addition
  2. waitAfter 24 h
  3. concentrationthe reaction mixture was concentrated to dryness in vacuo
  4. customThe resulting solid was dried under high vacuum

Sources & evidence

ORD record
ord-a9d0aa32669f4d19b9705e522cfa60c8
Source dataset
uspto-grants-2013_01
Patent number
US08349880B2

Reaction notes

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