Cyanamide → 5-(2,2,2-Trifluoroethyl)thiazol-2-amine

HRID 1470018Notes

Reaction equation

[F:1][C:2]([F:8])([F:7])[CH2:3][CH2:4][CH:5]=O.N1CCCC1.O.C1(C)C=CC([S:21](O)(=O)=O)=CC=1.[S].[N:27]#[C:28][NH2:29]>>[F:1][C:2]([F:8])([F:7])[CH2:3][C:4]1[S:21][C:28]([NH2:29])=[N:27][CH:5]=1

Participants

Reactant 5

HCID 9864Cyanamide

HCID 31268Pyrrolidine

HCID 521998p-Toluenesulfonic acid monohydrate

HCID 27770834,4,4-Trifluorobutanal

HCID 5362487Sulfur

Product 1

HCID 866190515-(2,2,2-Trifluoroethyl)thiazol-2-amine

Procedure

A mixture of 4,4,4-trifluorobutyraldehyde (Matrix), pyrrolidine, p-toluenesulfonic acid monohydrate, sulfur and cyanamide were processed using the method described in Example 136A to obtain the title compound. MS (ESI+) m/z 183 (M+H)+.

Sources & evidence

ORD record: ord-c04e4a98c38d4261afb298de5926c69a
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09006275B2

Reaction notes

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