Acetic Anhydride → 2-Formylamino-4-(4-formylaminophenylthiomethyl)thiazole

HRID 1656972Notes

Reaction equation

C(O[C:5](=[O:7])C)(=O)C.[CH:8]([NH:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][S:17][C:18]2[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=2)[N:15]=1)=[O:9]>C(O)=O>[CH:8]([NH:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][S:17][C:18]2[CH:23]=[CH:22][C:21]([NH:24][CH:5]=[O:7])=[CH:20][CH:19]=2)[N:15]=1)=[O:9]

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of acetic anhydride (1.84 g) and formic acid (0.9 g) was heated at 50° C. for 0.5 hours with stirring. The solution was cooled at room temperature and to the solution was added the 2-formylamino-4-(4-aminophenylthiomethyl)thiazole (1.6 g). The mixture was stirred at room temperature for 6.5 hours and then the mixture was poured into ice-water. The precipitates were collected by filtration, washed with water and dried in vacuo to give 2-formylamino-4-(4-formylaminophenylthiomethyl)thiazole (1.7 g, yield: 96.7%). mp: 195°-197° C. (dec.)

Workup

temperatureThe solution was cooled at room temperature and to the solution
stirringThe mixture was stirred at room temperature for 6.5 hours
filtrationThe precipitates were collected by filtration
washwashed with water
customdried in vacuo

Sources & evidence

ORD record: ord-e8bdc1367c2840b8a9a43c3d10efaff9
Source dataset: uspto-grants-1993_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05256675

Reaction notes

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