Hydrogen Sulfide → 3-[2-(Dimethylamino)ethyl]-1H-indole-5-carbothioamide

HRID 1762483

반응식

HRID 1762483 반응식
[CH3:1][N:2]([CH3:16])[CH2:3][CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]#[N:15])[CH:12]=2)[NH:7][CH:6]=1.C(N(CC)CC)C.[SH2:24]>CN(C)C=O>[CH3:16][N:2]([CH3:1])[CH2:3][CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14](=[S:24])[NH2:15])[CH:12]=2)[NH:7][CH:6]=1

참가 물질

5

반응물 3

HCID 402Hydrogen SulfideHCID 8471TriethylamineHCID 28511Indole-5-carbonitrile, 3-(2-dimethylaminoethyl)-

생성물 1

HCID 200413563-[2-(Dimethylamino)ethyl]-1H-indole-5-carbothioamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 3-[2-(dimethylamino)ethyl]-1H-indole-5-carbonitrile (13.0 g) and triethylamine (50 ml) in dimethylformamide (300 ml) was stirred for 2 h whilst gaseous hydrogen sulphide was bubbled through it. More triethylamine (10 ml) was added and the solution was stirred at room temperature for 2 days, then evaporated in vacuo to give an oil (15 g) which was partitioned between ethyl acetate (500 ml) and water (3×250 ml). The organic layer was dried (MgSO4) pre-absorbed onto silica and purified by flash chromatography (A). The appropriate fractions were combined, concentrated in vacuo and triturated with ether (250 ml) to give the title compound (12.0 g) as a solid, m.p. 155°.

후처리

  1. customwas bubbled through it
  2. additionMore triethylamine (10 ml) was added
  3. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-2faf13d4fbc9489b9d679b30d03af470
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04833153

연결된 노트

불러오는 중…