Pteridine → 6,7-Bis(3-hydroxyphenyl)-pteridine-2,4-diamine methanesulfonate salt

HRID 1272465ノート

反応式

HRID 1272465 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]3[C:15](=[N:16][C:17]=2[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([OH:24])[CH:19]=2)[N:14]=[C:13]([NH2:25])[N:12]=[C:11]3[NH2:26])[CH:5]=[CH:6][CH:7]=1.[CH3:27][S:28]([OH:31])(=[O:30])=[O:29].N1C2C(=NC=CN=2)C=NC=1.C(OCC)C>CO>[CH3:27][S:28]([OH:31])(=[O:30])=[O:29].[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]3[C:15](=[N:16][C:17]=2[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([OH:24])[CH:19]=2)[N:14]=[C:13]([NH2:25])[N:12]=[C:11]3[NH2:26])[CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 1043PteridineHCID 3283Diethyl EtherHCID 6395Methanesulfonic AcidHCID 10427712TG-100115

生成物 1

HCID 865941376,7-Bis(3-hydroxyphenyl)-pteridine-2,4-diamine methanesulfonate salt収率 99.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

2.66 g (7.68 mmol) of 6,7-bis(3-hydroxyphenyl)-pteridine-2,4-diamine was added to a solution of 1.55 g (16.13 mmol) of methanesulfonic acid in 20 mL of MeOH with stirring. Pteridine immediately dissolved to give a dark-greenish solution. The reaction mixture was stirred for 30 min and then added dropwise to 400 mL of diethyl ether with vigorous stirring. The formed yellow precipitate was collected, washed repeatedly with ether and dried in vacuo to give 3.36 g (99.1% yield) of the product as a light-yellow powder. 95.5% purity by LC/MS (230 DAD). Mass-spec [ES+]=347. 1H NMR (MeOH-d4) 2.71 (3H, s), 6.80–6.85 (2H, m), 6.90–6.92 (2H, m), 6.95 (1H, m), 7.00 (1H, m), 7.12–7.16 (2H, m).

後処理

  1. customto give a dark-greenish solution
  2. stirringThe reaction mixture was stirred for 30 min
  3. customThe formed yellow precipitate was collected
  4. washwashed repeatedly with ether
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-f57eab96093c4b799abdab9fa327cc7b
出典データセット
uspto-grants-2007_04
特許番号
US07208493B2

反応ノート

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