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Water → Phenyl 1,3,4-thiadiazol-2-ylcarbamate

HRID 1506129
Notes
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Reaction equation

HRID 1506129 reaction equation
[S:1]1[CH:5]=[N:4][N:3]=[C:2]1[NH2:6].Cl[C:8]([O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:9].O>CC(N(C)C)=O>[S:1]1[CH:5]=[N:4][N:3]=[C:2]1[NH:6][C:8](=[O:9])[O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 15891Phenyl chloroformateHCID 199091,3,4-Thiadiazol-2-amine

Product 1

HCID 875112Phenyl 1,3,4-thiadiazol-2-ylcarbamateYield 76%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

1,3,4-Thiadiazol-2-amine (253 mg, 2.50 mmol) in dimethylacetamide (3 mL) was stirred with phenyl chloroformate (392 μL, 3.13. mmol) at room temperature for one day. After addition of water, the precipitated solid was collected by filtration, washed with water and hexane and dried under reduced pressure to give the title compound as a colorless solid (418 mg, yield 76%).

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. washwashed with water and hexane
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-3f299e7c38fb4795818d3e990b21ae84
Source dataset
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09216999B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes