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

HRID 1287837ノート

反応式

HRID 1287837 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-67a8f48d06794da59e54157f6e05fde4
出典データセット
uspto-grants-1976_10
特許番号
US03985885

反応ノート

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