Phosphorus oxychloride → 5-(2,2,2-Trifluoro-1,1-dimethylethyl)-1,3,4-thiadiazol-2-amine

HRID 452950Notes

Reaction equation

[F:1][C:2]([F:10])([F:9])[C:3]([CH3:8])([CH3:7])[C:4](O)=O.[NH2:11][NH:12][C:13]([NH2:15])=[S:14].P(Cl)(Cl)(Cl)=O>>[F:1][C:2]([F:10])([F:9])[C:3]([C:4]1[S:14][C:13]([NH2:15])=[N:12][N:11]=1)([CH3:8])[CH3:7]

Participants

Reactant 3

HCID 24813Phosphorus oxychloride

HCID 2723789Thiosemicarbazide

HCID 198673673,3,3-Trifluoro-2,2-dimethylpropanoic acid

Product 1

HCID 675450855-(2,2,2-Trifluoro-1,1-dimethylethyl)-1,3,4-thiadiazol-2-amine

Procedure

Commercially available, 3,3,3-trifluoro-2,2-dimethylpropanoic acid (Matrix), thiosemicarbazide (Aldrich) and phosphorus oxychloride (Aldrich) were processed as described for Example 1A to obtain the title compound. MS (ESI+) m/z 212 (M+H)+.

Sources & evidence

ORD record: ord-3350563dd3b941c8ac09c538dd684e11
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492371B2

Reaction notes

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