Benzoyl isothiocyanate → 6-Thioureido-nicotinic acid ethyl ester

HRID 6881

반응식

HRID 6881 반응식
[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[N:7][CH:6]=1)[CH3:2].C([N:21]=[C:22]=[S:23])(=O)C1C=CC=CC=1.[O-]CC.[Na+]>C1COCC1.C(O)C>[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:22]([NH2:21])=[S:23])=[N:7][CH:6]=1)[CH3:2]

참가 물질

6

반응물 3

HCID 68284Benzoyl isothiocyanateHCID 235927Ethyl 6-AminonicotinateHCID 2723922Sodium ethoxide

생성물 1

HCID 220190876-Thioureido-nicotinic acid ethyl ester수율 77%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
40 °C

실험 절차

A mixture of ethyl-6-amino-nicotinate (2.5 g, 15 mmol) and benzoyl isothiocyanate (2.45 g, 15 mmol) in THF (20 mL) was heated at 40° C. for 4 h. To this mixture at RT, was added sodium ethoxide (2.04 g, 30 mmol) in ethanol (10 mL). After stirring the resulting mixture at RT for 16 h, the volatiles were removed in vacuo. The residue was suspended in aqueous NH4Cl and the solid formed was collected by filtration, rinsed with water and dried to afford 6-thioureido-nicotinic acid ethyl ester as a white solid (2.6 g, 77% yield). LC/MS; (M+H)+=226.

후처리

  1. customthe volatiles were removed in vacuo
  2. customthe solid formed
  3. filtrationwas collected by filtration
  4. washrinsed with water
  5. customdried

출처 및 근거

ORD 기록
ord-55368fddc085434994f442da384179d4
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084160B2

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