Triethylamine → 5-Naphthalen-2-yl-2,3-dihydro-[1,3,4]oxadiazol-2-yl-cyanamide

HRID 1741153

반응식

HRID 1741153 반응식
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([NH:13][NH2:14])=[O:12].C(N(CC)CC)C.C1C=CC(O[C:29](OC2C=CC=CC=2)=[N:30][C:31]#[N:32])=CC=1>C(O)(C)C>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[O:12][CH:29]([NH:30][C:31]#[N:32])[NH:14][N:13]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 1234852-NaphthohydrazideHCID 688090Diphenyl N-Cyanocarbonimidate

생성물 1

HCID 187074915-Naphthalen-2-yl-2,3-dihydro-[1,3,4]oxadiazol-2-yl-cyanamide수율 51%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

To a stirred solution of naphthalene-2-carboxylic acid hydrazide (0.7 g, 3.76 mmol) in isopropanol (40 ml) was added triethylamine (630 μl, 4.51 mmol) and diphenyl cyanocarbonimidate (0.99 g, 4.14 mmol) and the resulting reaction mixture was stirred at room temperature for 1.5 h. The volatiles were evaporated in vacuo and to the residue was added water (50 ml) and diethyl ether (50 ml). The organic phase was separated and the aqueous phase was acidified to pH=1 with concentrated hydrochloric acid. The precipitate was filtered off and washed with water (3×10 ml) and diethyl ether (2×10 ml) and dried in vacuo at 50° C. which afforded 0.45 g (51%) of the title compound as a solid.

후처리

  1. customthe resulting reaction mixture
  2. customThe volatiles were evaporated in vacuo and to the residue
  3. additionwas added water (50 ml) and diethyl ether (50 ml)
  4. customThe organic phase was separated
  5. filtrationThe precipitate was filtered off
  6. washwashed with water (3×10 ml) and diethyl ether (2×10 ml)
  7. customdried in vacuo at 50° C. which

출처 및 근거

ORD 기록
ord-8fbc85e9112c436ab5556959bf864942
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05972978

연결된 노트

불러오는 중…