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

HRID 280373

反応式

HRID 280373 の反応式
[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

参加物

8

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9bc3fb30f72f49fa81b82afc6e70df78
出典データセット
uspto-grants-1986_05
特許番号
US04588812

関連ノート

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