Potassium Nitrate → 1-Carboxymethyl-6,7-dibromo-5-nitro-1,4-dihydro-2,3-quinoxalinedione

HRID 439470ノート

反応式

HRID 439470 の反応式
[C:1]([CH2:4][N:5]1[C:14]2[C:9](=[CH:10][C:11]([Br:16])=[C:12]([Br:15])[CH:13]=2)[NH:8][C:7](=[O:17])[C:6]1=[O:18])([OH:3])=[O:2].[N+:19]([O-])([O-:21])=[O:20].[K+]>OS(O)(=O)=O>[C:1]([CH2:4][N:5]1[C:14]2[C:9](=[C:10]([N+:19]([O-:21])=[O:20])[C:11]([Br:16])=[C:12]([Br:15])[CH:13]=2)[NH:8][C:7](=[O:17])[C:6]1=[O:18])([OH:3])=[O:2]

参加物

4

反応物 2

HCID 24434Potassium NitrateHCID 199585561-Carboxymethyl-6,7-dibromo-1,4-dihydroquinoxaline-2,3-dione

生成物 1

HCID 199585981-Carboxymethyl-6,7-dibromo-5-nitro-1,4-dihydro-2,3-quinoxalinedione収率 47.5%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
28 °C

実験手順

To a stirred solution of 1-carboxymethyl-6,7-dibromo-1,4-dihydroquinoxaline-2,3-dione (100 mg, 0.264 mmol) in concentrated H2SO4 (1.5 mL) at 5°-10° C., KNO3 (28 mg, 0.28 mmol) was added in one portion. The resulting dark green solution was stirred at 5°-10° C. for 30 min and at 28° C. overnight. The yellow colored suspension thus obtained was poured into ice-water (15 g) and the resulting shining yellow solid was filtered and dried under vacuum to obtain 53 mg (47%, pure by 1H NMR) 1-carboxymethyl-6,7-dibromo-5-nitro-1,4-dihydro-2,3-quinoxalinedione as a shining yellow powder; M.p. 260°-264° C. 1H NMR: δ4.91 (s, 1H), 7.98 (s, 1H). IR (KBr, cm-1): 1701, 1543, 1391, 1244. HRMS calcd for C10H5Br2N3O6 (M+) m/z 420.8546, found m/z 420.8559.

後処理

  1. customThe yellow colored suspension thus obtained
  2. filtrationwas filtered
  3. customdried under vacuum

出典と根拠

ORDレコード
ord-e599a3ddb78e40f8929e08cf89e295fb
出典データセット
uspto-grants-1996_05
特許番号
US05514680

反応ノート

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