Ammonia → HCID 86649895, compound

HRID 1803122Notes

Reaction equation

HRID 1803122 reaction equation
N.ClC1[N:4]=CN(C2C=CC(N=C=S)=CC=2OC)C=1.[Cl:19][C:20]1[N:24]=[CH:23][N:22]([C:25]2[CH:30]=[CH:29][C:28]([N:31]=[C:32]=[S:33])=[CH:27][C:26]=2[O:34][CH3:35])[N:21]=1>>[Cl:19][C:20]1[N:24]=[CH:23][N:22]([C:25]2[CH:30]=[CH:29][C:28]([NH:31][C:32]([NH2:4])=[S:33])=[CH:27][C:26]=2[O:34][CH3:35])[N:21]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 86649896HCID 86649896, compound

Product 1

HCID 86649895HCID 86649895, compoundYield 100.3%

Procedure

Step E (5): Methanolic ammonia (1.0 M, 25 mL, 25 mmol) was added to a flask charged with 3-chloro-1-(4-isothiocyanato-2-methoxyphenyl)-1H-1,2,4-triazole 4-chloro-1-(4-isothiocyanato-2-methoxy-phenyl)-1H-imidazole (525 mg, 1.968 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 to afford 1-(4-(3-chloro-1H-1,2,4-triazol-1-yl)-3-methoxyphenyl)thiourea (560 mg, 100% yield) as a white solid. LC-MS (M+H)+ 284.1.

Workup

  1. additionAfter the addition
  2. waitAfter 24 h
  3. concentrationthe reaction mixture was concentrated to dryness in vacuo

Sources & evidence

ORD record
ord-cd9d8839957a45b9a12825f86adbcfe4
Source dataset
uspto-grants-2013_01
Patent number
US08349880B2

Reaction notes

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