Lithium borohydride → HCID 21866249、化合物

HRID 857789ノート

反応式

HRID 857789 の反応式
Cl[C:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=2[CH3:14])=[N:5][S:4][N:3]=1.[BH4-].[Li+]>C1COCC1>[Cl:13][C:10]1[CH:11]=[CH:12][C:7]([C:6]2[CH:2]=[N:3][S:4][N:5]=2)=[C:8]([CH3:14])[CH:9]=1

参加物

4

反応物 2

HCID 4148881Lithium borohydrideHCID 21866306HCID 21866306、化合物

生成物 1

HCID 21866249HCID 21866249、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred solution of 3-chloro-4-(4-chloro-2-methylphenyl)-1,2,5-thiadiazole (0.503 g, 2.05 mmol) in THF (5.0 mL) was added 2 M lithium borohydride in THF (2.05 mL, 4.10 mmol). The reaction was stirred at ambient temperature for 15 min then was quenched with water and extracted into EtOAc. The organic phase was dried (Na2SO4) and reduced in vacuo. The residue was purified by flash chromatography (eluting with CH2Cl2/hexanes gradient, 1–15% CH2Cl2). 3-(4-Chloro-2-methylphenyl)-1,2,5-thiadiazole was isolated as a solid. 1H NMR (CDCl3, 400 MHz) δ 2.49 (s, 3H), 7.30 (d, J=8.2 Hz, 2H), 7.34 (s, 1H), 7.53 (d, J=8.2 Hz, 1H), 8.71 (s, 1H); MS m/z=211.4.

後処理

  1. customthen was quenched with water
  2. extractionextracted into EtOAc
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. customThe residue was purified by flash chromatography (eluting with CH2Cl2/hexanes gradient, 1–15% CH2Cl2)

出典と根拠

ORDレコード
ord-8361b420cddc4db6adfe733272c77706
出典データセット
uspto-grants-2006_12
特許番号
US07144899B2

反応ノート

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