Glyoxal → HCID 21875489, 화합물

HRID 723677노트

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HRID 723677 반응식
[NH2:1][C:2]1[C:9]([NH2:10])=[C:8]([N+:11]([O-:13])=[O:12])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH:14]([CH:16]=O)=O.[OH-].[NH4+]>O.C(O)(=O)C>[N+:11]([C:8]1[C:9]2[N:10]=[CH:16][CH:14]=[N:1][C:2]=2[C:3]([C:4]#[N:5])=[CH:6][CH:7]=1)([O-:13])=[O:12]

참가 물질

6

반응물 3

HCID 7860GlyoxalHCID 14923Ammonium HydroxideHCID 218754572,3-Diamino-4-nitrobenzonitrile

생성물 1

HCID 21875489HCID 21875489, 화합물수율 70%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매2회

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온도
0 °C

실험 절차

2,3-Diamino-4-nitro-benzonitrile (0.050 g, 0.28 mmol, as prepared in WO98/32439) was added to solution of glyoxal (40% in water, 0.032 m]L, 0.28 mmol) in acetic acid (0.75 mL) and stirred at 22° C. for 3 h. The reaction was cooled to 0° C. and water (2.0 mL) was added and the pH was adjusted to 9.0 by addition of ammonium hydroxide which caused the product to precipitate. The mixture was then filtered and rinsed with cold water. Drying in vacuo gave 0.039 g (70%) of compound 468A as an orange solid. HPLC: 100% at 2.037 min (retention time) (YMC S5 ODS column, 4.6×50 mm, eluting with 10–90% aqueous methanol over 4 min containing 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm).

후처리

  1. customto precipitate
  2. filtrationThe mixture was then filtered
  3. washrinsed with cold water
  4. customDrying in vacuo

출처 및 근거

ORD 기록
ord-002d54f67d4544759bb7221be4e2ee6e
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07141578B2

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