Phenol → (3-oxo-5H-thiazolo[2,3-b]quinazolin-2(3H)-ylidene)acetic Acid Phenyl Ester

HRID 280373

반응식

HRID 280373 반응식
[O:1]=[C:2]1[N:14]2[C:5](=[N:6][C:7]3[C:12]([CH2:13]2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[S:4][C:3]1=[CH:15][C:16]([OH:18])=[O:17].O=C1N(N(N2CCOC2=O)P(Cl)(N)=O)CCO1.[C:36]1(O)[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1.C(N(CC)CC)C.C(=O)(O)[O-].[Na+]>ClCCl.O>[C:36]1([O:17][C:16](=[O:18])[CH:15]=[C:3]2[S:4][C:5]3=[N:6][C:7]4[C:12]([CH2:13][N:14]3[C:2]2=[O:1])=[CH:11][CH:10]=[CH:9][CH:8]=4)[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

참가 물질

8

반응물 5

HCID 996PhenolHCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 21249497N,N-bis(2-oxo-3-oxazolidinyl)phosphorodiamidic chlorideHCID 54200705(3-oxo-5H-thiazolo[2,3-b]quinazolin-2(3H)-ylidene)acetic acid

생성물 1

HCID 54508713(3-oxo-5H-thiazolo[2,3-b]quinazolin-2(3H)-ylidene)acetic Acid Phenyl Ester

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

A solution of 1.30 g (5 mmols) (3-oxo-5H-thiazolo[2,3-b]quinazolin-2(3H)-ylidene)acetic acid, 1.27 g (5 mmols) N,N-bis(2-oxo-3-oxazolidinyl)phosphorodiamidic chloride, 0.49 g (5.2 mmols) phenol, and 1.10 g (10 mmols) triethylamine, in 10 ml dichloromethane was stirred at room temperature, under nitrogen atmosphere for 18 hours. Then, 10 ml of water (made slightly basic with sodium bicarbonate) were added. The precipitate was filtered of and the filtrate was dried over anhydrous magnesium sulfate, and evaporated to dryness under reduced pressure. The residual orange-yellow solid was recrystallized from anhydrous ethanol. Yield--0.62 g. Mp 194°-195° C.

후처리

  1. additionwere added
  2. filtrationThe precipitate was filtered of and the filtrate
  3. dry with materialwas dried over anhydrous magnesium sulfate
  4. customevaporated to dryness under reduced pressure
  5. customThe residual orange-yellow solid was recrystallized from anhydrous ethanol
  6. customYield--0.62 g

출처 및 근거

ORD 기록
ord-9bc3fb30f72f49fa81b82afc6e70df78
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04588812

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