Lithium borohydride → HCID 21866249, 화합물

HRID 857789노트

반응식

HRID 857789 반응식
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

참가 물질

4

반응물 2

HCID 4148881Lithium borohydrideHCID 21866306HCID 21866306, 화합물

생성물 1

HCID 21866249HCID 21866249, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-8361b420cddc4db6adfe733272c77706
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07144899B2

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