Hydrochloric Acid → 9-Hydroxy-9H-indeno[1,2-b]pyrazine-2,3(1H,4H)-dione

HRID 129446ノート

反応式

HRID 129446 の反応式
[NH:1]1[C:6](=[O:7])[C:5](=[O:8])[NH:4][C:3]2[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[C:15](=[O:16])[C:2]1=2.O.[BH4-].[Na+].Cl>C(O)C>[OH:16][CH:15]1[C:2]2[NH:1][C:6](=[O:7])[C:5](=[O:8])[NH:4][C:3]=2[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:14]1=2

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962Water2 回HCID 4311764Sodium borohydrideHCID 190359779H-Indeno[1,2-b]pyrazine-2,3,9(1H,4H)-trione

生成物 1

HCID 190359859-Hydroxy-9H-indeno[1,2-b]pyrazine-2,3(1H,4H)-dione収率 91%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a stirred suspension of 9H-indeno[1,2-b]pyrazine-2,3,9(1H,4H)-trione. 1H2O (5.0 g, 21.5 mmol) in 200 ml of ethanol and 30 ml of water was added sodium borohydride (1.76 g, 46.5 mmol) in four portions over 2 hours, then 200 ml of water was added and the mixture was stirred for 18 hours at room temperature. The reaction mixture was acidified with hydrochloric acid (70 ml, 1N) to pH 1.5 and the precipitate was filtered off, washed with water and dried to give 4.59 g (91%) of the title compound. M.p. >300° C. 1H-NMR (DMSO-d6, δ): 5.1 (d, 1H), 5.72 (d, 1H), 7.15 (t, 1H), 7.28 (t, 1H), 7.41 (d, 1H), 7.48 (d, 1H), 12.0 (s, 1H), 12.25 (s, 1H).

後処理

  1. filtrationthe precipitate was filtered off
  2. washwashed with water
  3. customdried

出典と根拠

ORDレコード
ord-c41c5b63054b47528ee23fd73a0170d4
出典データセット
uspto-grants-1995_11
特許番号
US05468748

反応ノート

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