Urea → 1-Benzoyl-3-methyl-5-(3-trichloromethyl-1,2,4-thiadiazol-5-yl)biuret

HRID 27997

반응식

HRID 27997 반응식
[CH3:1][NH:2][C:3]([NH:5][C:6]1[S:10][N:9]=[C:8]([C:11]([Cl:14])([Cl:13])[Cl:12])[N:7]=1)=[O:4].[C:15]([N:23]=[C:24]=[O:25])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.NC(N)=O>C1C=CC=CC=1>[C:15]([NH:23][C:24]([N:2]([CH3:1])[C:3]([NH:5][C:6]1[S:10][N:9]=[C:8]([C:11]([Cl:12])([Cl:14])[Cl:13])[N:7]=1)=[O:4])=[O:25])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 1176UreaHCID 78210Benzoyl isocyanateHCID 233412461-Methyl-3-(3-trichloromethyl-1,2,4-thiadiazol-5-yl)urea

생성물 1

HCID 233412431-Benzoyl-3-methyl-5-(3-trichloromethyl-1,2,4-thiadiazol-5-yl)biuret수율 35.5%

시약·촉매·용매 1

HCID 241Benzene용매

반응 조건

온도
145 °C

실험 절차

A glass pressure vessel was charged with 5.5 grams (0.02 mole) 1-methyl-3-(3-trichloromethyl-1,2,4-thiadiazol-5-yl)urea, 3.2 grams (0.02 mole) benzoyl isocyanate and 50 milliliters benzene. A magnetic stirring bar was added and the vessel sealed. The stirred reaction mixture was heated at 145° C. for 1.5 hours and then allowed to cool to room temperature where 4.5 grams of starting urea precipitates. The urea was removed by filtration and the filtrate concentrated in vacuo to leave 3.0 grams of residue. Extraction of the residue with hot cyclohexane, followed by cooling the extract yielded 0.2 grams (11% selectivity) of pure product; m.p. 70° C.

후처리

  1. additionA magnetic stirring bar was added
  2. customthe vessel sealed
  3. customThe stirred reaction mixture
  4. customprecipitates
  5. customThe urea was removed by filtration
  6. concentrationthe filtrate concentrated in vacuo

출처 및 근거

ORD 기록
ord-8612e1f7ac334909a950534ef2d2bb70
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04224449

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