Formamide → 5,6-Dihydro-3H-pyrano[4',3':4,5]thieno[2,3-D]pyrimidin-4(8H)-one

반응식

C([O:3][C:4]([C:6]1[C:14]2[CH2:13][CH2:12][O:11][CH2:10][C:9]=2[S:8][C:7]=1[NH2:15])=O)C.[CH:16]([NH2:18])=O>>[N:15]1[C:7]2[S:8][C:9]3[CH2:10][O:11][CH2:12][CH2:13][C:14]=3[C:6]=2[C:4](=[O:3])[NH:18][CH:16]=1

참가 물질

반응물 2

HCID 713Formamide

HCID 10987982Ethyl 2-amino-5,7-dihydro-4H-thieno[2,3-c]pyran-3-carboxylate

생성물 1

HCID 4032245,6-Dihydro-3H-pyrano[4',3':4,5]thieno[2,3-D]pyrimidin-4(8H)-one수율 42%

실험 절차

2-Amino-4,5-dihydro-7H-thieno[2,3-c]pyran-3-carboxylic acid ethyl ester (26 g, 0.114 mol) was dissolved in formamide (200 ml) and the resulting mixture was heated at reflux temperature for 1.5 h. After cooling to room temperature the precipitate was filtered off, washed with water (2×80 ml) and dried in vacuo at 50° C. for 18 h which afforded 10.0 g (42%) of 5,6-dihydro-8H-pyrano[4′,3′:4,5]thieno[2,3-d]pyrimidin-4-one as a solid.

후처리

temperaturethe resulting mixture was heated
temperatureat reflux temperature for 1.5 h
filtrationwas filtered off
washwashed with water (2×80 ml)
customdried in vacuo at 50° C. for 18 h which

출처 및 근거

ORD 기록: ord-fe50e3e5647a4d24abed25001418e834
출처 데이터셋: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06262044B1

반응 노트

불러오는 중…