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Acetic Acid → 2-(5-Amino-2-propoxyphenyl)-purin-6-one

HRID 1460973
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HRID 1460973 반응식
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:6]=1[C:14]1[N:22]=[C:21]2[C:17](=[N:18][CH:19]=[N:20]2)[C:16](=[O:23])[N:15]=1)[CH2:2][CH3:3].[OH-].[Na+].C(O)(=O)C>O.[Pd]>[NH2:11][C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:1][CH2:2][CH3:3])=[C:6]([C:14]2[N:22]=[C:21]3[C:17](=[N:18][CH:19]=[N:20]3)[C:16](=[O:23])[N:15]=2)[CH:7]=1
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 212508282-(2-Propoxy-5-nitrophenyl)purin-6-one

생성물 1

HCID 212506802-(5-Amino-2-propoxyphenyl)-purin-6-one

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 962Water용매

실험 절차

A solution of the crude product of Example 11 (1.5 g) in water (50 ml) containing 2 Normal sodium hydroxide (2.3 ml) and 10% palladium on charcoal (0.15 g) was shaken under hydrogen (50 psi) until the uptake was complete. Neutralisation of the filtered solution with acetic acid gave a fine precipitate of 2-(5-amino-2-propoxyphenyl)-purin-6-one. This mixture was warmed with 2 Normal hydrochloric acid (2.5 ml) and the solution was treated with acetic anhydride (0.55 ml) and sodium acetate trihydrate (0.8 g). The mixture was warmed for 10 minutes then cooled and filtered to give a crude product (1.02 g) which was recrystallised from aqueous dimethylformamide twice to give the title compound, 0.49 g, m.p. 320°-323° C.

출처 및 근거

ORD 기록
ord-ab969f80b8f04a7382b2e1b53d882352
출처 데이터셋
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05073559

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