Water → HCID 10422576, 화합물

HRID 1290866노트

반응식

HRID 1290866 반응식
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([NH2:9])=[C:4]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:3]=1.[C:18](N1C=CN=C1)(N1C=CN=C1)=[O:19].O>CN(C)C=O>[CH:15]1[CH:14]=[CH:13][C:12]([CH2:11][O:10][C:4]2[C:5]3[NH:9][C:18]([NH:8][C:6]=3[N:7]=[C:2]([NH2:1])[N:3]=2)=[O:19])=[CH:17][CH:16]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 98160442,5,6-Triamino-4-Benzyloxypyrimidine

생성물 1

HCID 10422576HCID 10422576, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2,4,5-Triamino-6-benzyloxypyrimidine (Pfleiderer et al., Chem. Ber., 94, 12-18 (1961)) (1.85 g, 8 mmol) and 1,1'-carbonyldiimidazole (1.30 g, 8 mmol) were dissolved in anhydrous N,N-dimethylformamide (5 mL) under argon. The solution was stirred at room temperature overnight and was mixed with water (200 mL) to precipitate a white solid. The solid was collected by filtration, and dissolved in 250 mL of aqueous 2N NaOH solution. Undissolved material was removed by filtration, and the filtrate was neutralized with glacial acetic acid to precipitate a white solid. The solid was collected by filtration, was washed with water, and was recrystallized from 50% aqueous ethanol to afford analytically pure 1c: yield, 1.63 g (79%); mp 256°-257° C. dec.; UV (pH 1) λmax 243 nm (ε=0.717×104), 306 (1.499×104); (pH 6.9) 243 (0.915×104), 290 (1.108×104); (pH 13) 249 (sh) (0.443×104), 293 (1.368×104); 1H NMR δ5.41 (s, 2H, ArCH2), 6.13 (s, 2H, NH2, exchange with D2O), 7.33-7.51 (m, 5H, ArH), 10.46 (s, 1H, exchanges with D2O), 11.04 (s, 1H, exchanges with D2 O); MS (EI) Calcd. m/z for C12H11N5O2 : 257.0912. Found: 257.0914. Anal. (C12H11N5O2.1/2 H2O) C, N, H.

후처리

  1. customto precipitate a white solid
  2. filtrationThe solid was collected by filtration
  3. dissolutiondissolved in 250 mL of aqueous 2N NaOH solution
  4. customwas removed by filtration
  5. customto precipitate a white solid
  6. filtrationThe solid was collected by filtration
  7. washwas washed with water
  8. customwas recrystallized from 50% aqueous ethanol

출처 및 근거

ORD 기록
ord-8c8e184f9e814bb69a1335a33e6bd105
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753668

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