Diisopropylethylamine → N-(3-Amino-4-thienyl)-N'-(2-trifluoromethylphenyl)thiourea

HRID 349422

반응식

HRID 349422 반응식
Br.Br.[NH2:3][C:4]1[C:8]([NH2:9])=[CH:7][S:6][CH:5]=1.C(N(C(C)C)C(C)C)C.[F:19][C:20]([F:31])([F:30])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]=[C:28]=[S:29]>C1COCC1>[NH2:3][C:4]1[C:8]([NH:9][C:28]([NH:27][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[C:20]([F:19])([F:30])[F:31])=[S:29])=[CH:7][S:6][CH:5]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 7371622-(Trifluoromethyl)phenyl isothiocyanateHCID 21989329Thiophene-3,4-diamine dihydrobromide

생성물 1

HCID 86037742N-(3-Amino-4-thienyl)-N'-(2-trifluoromethylphenyl)thiourea

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

0.8 g of 3,4-diaminothiophene dihydrobromide was added to a mixture of 0.74 g of N-ethyl-N,N-diisopropylamine in 40 ml of anhydrous THF, and the mixture was stirred at room temperature for 10 minutes, and then admixed with 0.58 g of 2-trifluoromethylphenyl isothiocyanate. The mixture was stirred at room temperature for 3 hours and at 40° C. for a further 10 minutes, and left to stand at room temperature overnight. After the solvent had been distilled off, the residue was admixed with water and extracted with ethyl acetate, and the insoluble fraction was filtered off. The organic phase was washed with water and dried over sodium sulfate, the solvent was distilled off and the residue was purified by column chromatography on silica gel using a mixture of 1 part by volume of toluene and 1 part by volume of ethyl acetate.

후처리

  1. stirringThe mixture was stirred at room temperature for 3 hours and at 40° C. for a further 10 minutes
  2. waitleft
  3. waitto stand at room temperature overnight
  4. distillationAfter the solvent had been distilled off
  5. extractionextracted with ethyl acetate
  6. filtrationthe insoluble fraction was filtered off
  7. washThe organic phase was washed with water
  8. dry with materialdried over sodium sulfate
  9. distillationthe solvent was distilled off
  10. customthe residue was purified by column chromatography on silica gel using
  11. additiona mixture of 1 part by volume of toluene and 1 part by volume of ethyl acetate

출처 및 근거

ORD 기록
ord-7e922d213da34423aab1dbbb22c3a97f
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179830B2

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