(Methylthio)thioacetamide → 2-Methylthiomethyl-5-(4-nitrobenzyl)-4-propylthiazole

HRID 1613252Notes

Reaction equation

Cl[CH:2]([C:13](=O)[CH2:14][CH2:15][CH3:16])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1.[CH3:18][S:19][CH2:20][C:21]([NH2:23])=[S:22]>C1CCCCC1.C(OCC)(=O)C>[CH3:18][S:19][CH2:20][C:21]1[S:22][C:2]([CH2:3][C:4]2[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=2)=[C:13]([CH2:14][CH2:15][CH3:16])[N:23]=1

Participants

Conditions

Temperature: 60 °C

Procedure

A mixture of 5 g of 2-chloro-1-(4-nitrophenyl)-hexan-3-one (0.02 mol) and 2.6 g of (methylthio)thioacetamide (0.022 mol) is heated at 60° C. for 24 h. The reaction is followed by TLC (7/3 cyclohexane/ethyl acetate). The reaction medium is then treated according to the process of Example 45 to give 5.6 g of 2-methylthiomethyl-5-(4-nitrobenzyl)-4-propylthiazole in the form of an orange oil.

Workup

additionThe reaction medium is then treated

Sources & evidence

ORD record: ord-70bb8c6cf0e14e1b83537ca32639d6a9
Source dataset: uspto-grants-1993_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05192781

Reaction notes

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