Acetic Acid → Methyl 6-cyanobenzo[b]thiophene-2-carboxylate

HRID 335553

반응식

HRID 335553 반응식
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[C:5]([N+]([O-])=O)[CH:4]=1)#[N:2].[SH:14][CH2:15][C:16]([O:18][CH3:19])=[O:17].C(N(CC)CC)C.C(O)(=O)C>CS(C)=O>[C:1]([C:3]1[CH:10]=[CH:9][C:6]2[CH:7]=[C:15]([C:16]([O:18][CH3:19])=[O:17])[S:14][C:5]=2[CH:4]=1)#[N:2]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 8471TriethylamineHCID 16907Methyl ThioglycolateHCID 132385504-Formyl-3-nitrobenzonitrile

생성물 1

HCID 11031280Methyl 6-cyanobenzo[b]thiophene-2-carboxylate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

4.08 g (23.2 mmol) of 4-cyano-2-nitrobenzaldehyde, 2.46 g (23.2 mmol) of methyl mercaptoacetate and 6.46 ml (46.4 mmol) of triethylamine in 12.3 ml of DMSO are heated at 80° C. for 2.5 h. The reaction solution is poured into 400 ml of ice-water. After addition of 4 ml of acetic acid, the resulting precipitate is filtered off with suction, washed twice with water and dried at 50° C. under reduced pressure overnight. This gives 4.19 g (83.2% of theory) of the title compound.

후처리

  1. filtrationthe resulting precipitate is filtered off with suction
  2. washwashed twice with water
  3. customdried at 50° C. under reduced pressure overnight

출처 및 근거

ORD 기록
ord-35fe0cd770174f72bef2737f6d8f5f65
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08884017B2

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