Cyclopropanemethanamine → 2-(cyclopropylmethylamino)-1,3-thiazol-4-one

Reaction equation

[CH:1]1([CH2:4][NH2:5])[CH2:3][CH2:2]1.[S:6]1[CH2:12][C:10](=[O:11])[NH:9][C:7]1=S.CCN(C(C)C)C(C)C>>[CH:1]1([CH2:4][NH:5][C:7]2[S:6][CH2:12][C:10](=[O:11])[N:9]=2)[CH2:3][CH2:2]1

Participants

Reactant 3

HCID 75646Cyclopropanemethanamine

HCID 81531Diisopropylethylamine

HCID 1201546Rhodanine

Product 1

HCID 1785169382-(cyclopropylmethylamino)-1,3-thiazol-4-one

Procedure

Similar procedure as described in example 67(a) was used, starting from cyclopropylmethylamine, rhodanine (2-thioxo-4-thiazolidinone), mercuric chloride and DIEA to give 2-cyclopropylmethylamino-thiazol-4-one. LC-MS m/e 171 (MH+).

Sources & evidence

ORD record: ord-4cd0dd3c87aa47149edc8aac911469b2
Source dataset: uspto-grants-2008_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07326786B2

Reaction notes

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