Triethylamine → 5-Isothiocyanato-2-(thiophen-2-yl)-1,3-benzothiazole

HRID 1287837노트

반응식

HRID 1287837 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([C:10]3[S:11][CH:12]=[CH:13][CH:14]=3)=[N:7][C:6]=2[CH:15]=1.C(N(CC)CC)C.[C:23](Cl)(Cl)=[S:24]>O1CCCC1>[N:1]([C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([C:10]3[S:11][CH:12]=[CH:13][CH:14]=3)=[N:7][C:6]=2[CH:15]=1)=[C:23]=[S:24]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10040ThiophosgeneHCID 215066992-(Thiophen-2-yl)-1,3-benzothiazol-5-amine

생성물 1

HCID 127819415-Isothiocyanato-2-(thiophen-2-yl)-1,3-benzothiazole

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

5-Amino-2-(2-thienyl)benzothiazole 7.0 g, 0.03 M is dissolved in 400 cc of tetrahydrofuran and 8.4 cc, 0.06 M, of triethylamine. Thiophosgene 2.3 cc, 0.03 M, is added, and the resulting mixture stirred at ambient temperature overnight. The solids which form are filtered, and washed with tetrahydrofuran. The filtrate is concentrated to dryness, and chromatographed on Alumina IV. The product is recrystallized from acetonitrile to yield 5.7 g of colorless needles, 70% of theory, m.p. 147°-149°.

후처리

  1. filtrationThe solids which form are filtered
  2. washwashed with tetrahydrofuran
  3. concentrationThe filtrate is concentrated to dryness
  4. customchromatographed on Alumina IV
  5. customThe product is recrystallized from acetonitrile

출처 및 근거

ORD 기록
ord-67a8f48d06794da59e54157f6e05fde4
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03985885

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