Potassium Carbonate → HCID 12905140, compound

HRID 848401Notes

Reaction equation

[CH2:1]([C:3]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:4]=1[NH2:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:18][C:19]1[C:23]([CH3:24])=[N:22][S:21][N:20]=1>CN(C)C=O>[CH2:1]([C:3]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:4]=1[NH:5][CH2:18][C:19]1[C:23]([CH3:24])=[N:22][S:21][N:20]=1)[CH3:2]

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 68 g (0.652 mol) of 2-ethyl-6-methylaniline, 45 g (0.326 mol) of powdered potassium carbonate and 30 ml of dimethylformamide was heated to 100° C. and 63 g (0.326 mol) of 3-bromomethyl-4-methyl-1,2,5-thiadiazole were added dropwise, while stirring. The mixture was stirred at 100° C. for a further 5 hours, the inorganic precipitate was filtered off and the filtrate was distilled. 59.4 g (77.4% of theory) of 2-ethyl-6-methyl-N-(4-methyl-1,2,5-thiadiazol-3-yl-methyl)-aniline of boiling point 160°-163° C./0.3 mm Hg were obtained. ##STR18##

Workup

stirringThe mixture was stirred at 100° C. for a further 5 hours
filtrationthe inorganic precipitate was filtered off
distillationthe filtrate was distilled

Sources & evidence

ORD record: ord-e8fc492b5c2f4ae68b3b0b8401702e63
Source dataset: uspto-grants-1981_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04295876

Reaction notes

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