Hydrogen Peroxide → 5-Amino-3-(diethylamino)-1,2-thiazole-4-carbonitrile

HRID 616499Notes

Reaction equation

[NH2:1][C:2]([N:9]([CH2:12][CH3:13])[CH2:10][CH3:11])=[C:3]([C:7]#[N:8])[C:4](=[S:6])[NH2:5].OO>>[NH2:5][C:4]1[S:6][N:1]=[C:2]([N:9]([CH2:10][CH3:11])[CH2:12][CH3:13])[C:3]=1[C:7]#[N:8]

Participants

Reactant 2

HCID 784Hydrogen Peroxide

HCID 85942025HCID 85942025, compound

Product 1

HCID 203675925-Amino-3-(diethylamino)-1,2-thiazole-4-carbonitrileYield 76.9%

Procedure

Using the procedure of Example I, part F, 54.5 g of 3-amino-2-cyano-3-(diethylamino)propenethioamide were oxidized with 41 ml of 30% hydrogen peroxide to give 41.5 g of white 5-amino-4-cyano-3-(diethylamino)isothiazole, m.p. 87°-88°. The nmr spectrum was consistent with the assigned structure.

Sources & evidence

ORD record: ord-f512dd615cef4bb7a62f521e2fb8a969
Source dataset: uspto-grants-1978_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04075001

Reaction notes

Loading…