m-Chloroperbenzoic acid → HCID 178488800、化合物

HRID 34465

反応式

HRID 34465 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[C:15]3[CH:16]=[CH:17][CH2:18][O:19][C:14]=3[C:13]([O:20][CH3:21])=[C:12]([O:22][CH3:23])[CH:11]=2)=[CH:4][N:3]=1.ClC1C=CC=C(C(OO)=[O:32])C=1>CN(C=O)C>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[C:15]3[CH:16]=[CH:17][CH2:18][O:19][C:14]=3[C:13]([O:20][CH3:21])=[C:12]([O:22][CH3:23])[CH:11]=2)=[CH:4][N+:3]=1[O-:32]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 128497722,4-diamino-5-(7,8-dimethoxy-2H-1-benzopyran-5-ylmethyl)pyrimidine

生成物 1

HCID 178488800HCID 178488800、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a solution of 2,4-diamino-5-(7,8-dimethoxy-2H-1-benzopyran-5-ylmethyl)pyrimidine (0.993 g, 3.16 mmol) in DMF (80 mL) was added a solution of m-chloroperbenzoic acid (0.641 g, 3.16 mmol as 85%) in DMF (10 mL) dropwise over 30 min. After 18 hr, the solvent was evaporated and the residue chromatographed on silica gel eluted with 10-15% methanol-methylene chloride. Recovered starting material eluted first (0.40 g) followed by title compound as a white powder (0.47 g). Recrystallization from absolute ethanol gave white crystals, mp 233°-234° dec.; assignment of N-1 oxide based on 13C-NMR: C-4 shifts from 154.40 to 161.28 ppm on acidification. Anal. Calcd for C16H18N4O4 : C, 58.17; H, 5.49; N, 16.96. Found: C, 57.81; H, 6.11; N, 16.84.

後処理

  1. customthe solvent was evaporated
  2. customthe residue chromatographed on silica gel
  3. washeluted with 10-15% methanol-methylene chloride
  4. customRecovered
  5. washeluted first (0.40 g)
  6. customRecrystallization from absolute ethanol
  7. customgave white crystals, mp 233°-234° dec.

出典と根拠

ORDレコード
ord-c5f97be8b400413db670c89db5d146aa
出典データセット
uspto-grants-1988_08
特許番号
US04761475

関連ノート

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