Water → HCID 21875489, 화합물

HRID 966910노트

반응식

HRID 966910 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.O.[OH-].[NH4+]>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 4

HCID 962WaterHCID 7860GlyoxalHCID 14923Ammonium HydroxideHCID 218754572,3-Diamino-4-nitrobenzonitrile

생성물 1

HCID 21875489HCID 21875489, 화합물수율 70%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
22 °C

실험 절차

2,3-Diamino-4-nitro-benzonitrile (0.050 g, 0.28 mmol, as prepared in WO-98/32439) was added to solution of glyoxal (40% in water, 0.032 mL, 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. temperatureThe reaction was cooled to 0° C.
  2. customto precipitate
  3. filtrationThe mixture was then filtered
  4. washrinsed with cold water
  5. customDrying in vacuo

출처 및 근거

ORD 기록
ord-7648b8e3930449239b8b7fe3a9aff2b2
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06953679B2

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