Potassium Cyanide → 2-Cyano-6-ethylaminobenzothiazole

HRID 1511491노트

반응식

HRID 1511491 반응식
[C-:1]#[N:2].[K+].Cl[C:5]1[S:6][C:7]2[CH:13]=[C:12]([NH:14][CH2:15][CH3:16])[CH:11]=[CH:10][C:8]=2[N:9]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>CS(C)=O>[C:1]([C:5]1[S:6][C:7]2[CH:13]=[C:12]([NH:14][CH2:15][CH3:16])[CH:11]=[CH:10][C:8]=2[N:9]=1)#[N:2]

참가 물질

5

반응물 3

HCID 9032Potassium CyanideHCID 62657Potassium Phosphate, TribasicHCID 670401072-Chloro-6-ethylaminobenzothiazole

생성물 1

HCID 670407172-Cyano-6-ethylaminobenzothiazole

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
120 °C

실험 절차

Potassium cyanide (18 mg) and 2-chloro-6-ethylaminobenzothiazole (18 mg) were dissolved in 1 ml DMSO and heated to 120° C. for 4 h. After cooling to room temperature, the reaction was poured into 0.2M potassium phosphate, pH 4.5. The aqueous layer was extracted with ethyl acetate three times, washed with water, and dried over sodium sulfate. The solvent was removed by rotary evaporation and the residue purified by silica gel chromatography (20% ethyl acetate in hexanes). 1H-NMR (d6-DMSO): δ 7.85 (d, 1H, J=9.2 Hz), 7.13 (d, 1H, J=2.4 Hz), 6.98 (dd, 1H, J=2.4, 8.8 Hz), 6.44 (br t, 1H), 3.09 (m, 2H), 1.18 (t, 3H, J=7.2 Hz).

후처리

  1. temperatureAfter cooling to room temperature
  2. extractionThe aqueous layer was extracted with ethyl acetate three times
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. customThe solvent was removed by rotary evaporation
  6. customthe residue purified by silica gel chromatography (20% ethyl acetate in hexanes)

출처 및 근거

ORD 기록
ord-62da027dd8ab4e78867b969337d77c93
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08216550B2

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