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Dimethylformamide → HCID 13827299, 화합물

HRID 978664
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HRID 978664 반응식
[C:1]([C:4]1[CH:9]=[CH:8][C:7](/[CH:10]=[CH:11]/[C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[C:18](=[O:22])[NH:17][N:16]=[CH:15]3)=[CH:6][CH:5]=1)([OH:3])=O.S(Cl)(Cl)=O.CN(C=O)C.[CH3:32][N:33]([CH3:38])[CH2:34][CH2:35][CH2:36][NH-:37]>C1(C)C=CC=CC=1.C1COCC1>[CH3:32][N:33]([CH3:38])[CH2:34][CH2:35][CH2:36][NH:37][C:1]([C:4]1[CH:9]=[CH:8][C:7](/[CH:10]=[CH:11]/[C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[C:18](=[O:22])[NH:17][N:16]=[CH:15]3)=[CH:6][CH:5]=1)=[O:3]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 13827298HCID 13827298, 화합물HCID 131715134HCID 131715134, 화합물

생성물 1

HCID 13827299HCID 13827299, 화합물

시약·촉매·용매 2

HCID 1140Toluene용매
HCID 8028
Tetrahydrofuran
용매

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온도
42 °C

실험 절차

Trans-6-(2-(4-Carboxyphenyl)ethenyl]-1(2H)-phthalazinone (46 g), thionyl chloride (315 ml) and DMF (2 ml) were mixed and heated slowly to 42° C. and maintained at 42°-48° C. until the gas evolution subsided. The reaction mixture was diluted with toluene and filtered to give the crude acid chloride (52 g). The crude acid chloride (25 g) was dissolved in THF (1250 ml) and 3-dimethylaminopropylamide (250 ml) was added dropwise. After stirring overnight at room temperature the precipitate was filtered, washed with ether (2 l) and then dried to give the amide (13.5 g). The amide was purified via the hydrochloride salt, mp 287° C.

후처리

  1. temperaturemaintained at 42°-48° C. until the gas evolution
  2. filtrationfiltered
  3. customto give the crude acid chloride (52 g)
  4. filtrationwas filtered
  5. washwashed with ether (2 l)
  6. customdried

출처 및 근거

ORD 기록
ord-bc464b8af3f84ab28928e7c470a820b6
출처 데이터셋
uspto-grants-1987_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04665181

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