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Hydrochloric Acid → 2-Amino-4-oxo-3H-indolo[2,3-d]pyrimidine

HRID 1489616
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HRID 1489616 반응식
Cl.C([O:4][C:5]([C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][C:8]=1[NH:16][C:17]([NH2:19])=[NH:18])=O)C.[OH-].[Na+].Cl>O>[NH2:18][CH:17]1[N:16]=[C:8]2[N:9]=[C:10]3[C:15]([CH:14]=[CH:13][CH:12]=[CH:11]3)=[C:7]2[C:5](=[O:4])[NH:19]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178469838HCID 178469838, 화합물

생성물 1

HCID 700240322-Amino-4-oxo-3H-indolo[2,3-d]pyrimidine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 2-guanidinoindole-3-carboxylic acid ethyl ester hydrochloride (1.00 g, 3.5 mmol) and sodium hydroxide (1.5 g) in water (50 mL) is heated to gentle reflux for 6 hr followed by the addition of sufficient 5% HCl to adjust the solution to pH 1, and filtration of the resulting mixture through celite, washing the pad with water. The filtrate is extracted with ethyl acetate (3×25 mL), and then basified with solid sodium carbonate. The tan precipitate which slowly forms is collected by filtration, washed with water, and dried in vacuo affording2-amino-4-oxo-3H-indolo[2,3-d]pyrimidine (561 mg, 78%) as light tan crystals, mp>275 C.

후처리

  1. temperatureis heated
  2. temperatureto gentle reflux for 6 hr
  3. filtrationto pH 1, and filtration of the resulting mixture through celite
  4. washwashing the pad with water
  5. extractionThe filtrate is extracted with ethyl acetate (3×25 mL)
  6. filtrationThe tan precipitate which slowly forms is collected by filtration
  7. washwashed with water
  8. dry with materialdried in vacuo affording2-amino-4-oxo-3H-indolo[2,3-d]pyrimidine (561 mg, 78%) as light tan crystals, mp>275 C

출처 및 근거

ORD 기록
ord-92438b161ff34a4abb436b578cefe5ce
출처 데이터셋
uspto-grants-1997_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05679683

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