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

HRID 349422

反応式

HRID 349422 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7e922d213da34423aab1dbbb22c3a97f
出典データセット
uspto-grants-2007_02
特許番号
US07179830B2

関連ノート

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