Urea → 5-Nitroquinazoline-2,4(1H,3H)-dione

HRID 552372

반응식

HRID 552372 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[C:3]=1[C:4]([OH:6])=O.[NH2:14][C:15](N)=[O:16]>C(O)(=O)C.O>[N+:11]([C:7]1[CH:8]=[CH:9][CH:10]=[C:2]2[C:3]=1[C:4](=[O:6])[NH:14][C:15](=[O:16])[NH:1]2)([O-:13])=[O:12]

참가 물질

5

반응물 2

HCID 1176UreaHCID 957952-Amino-6-nitro-benzoic acid

생성물 1

HCID 196044425-Nitroquinazoline-2,4(1H,3H)-dione수율 64.6%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

A mixture of 2-amino-6-nitro-benzoic acid (60 g, 329 mmol) and urea (257.3 g, 4285 mmol) in acetic acid (1.65 lit.) was heated to reflux for 24 h. The acetic acid was evaporated under reduced pressure and the residue obtained was diluted with water (2.5 lit). The solid product separated out was filtered and washed with water. The product was collected and dried in an air oven to give 44 g of the product as a yellow solid; 1H NMR (δ ppm, DMSO-d6, 300 MHz): 11.58 (br. s, 1H); 11.55 (br.s, 1H); 7.76 (t, J=8.4, 1H); 7.41 (d, J=7.8, 1H); 7.32 (d, J=8.4, 1H).

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 24 h
  3. customThe acetic acid was evaporated under reduced pressure
  4. customthe residue obtained
  5. customThe solid product separated out
  6. filtrationwas filtered
  7. washwashed with water
  8. customThe product was collected
  9. customdried in an air oven

출처 및 근거

ORD 기록
ord-b7956213360d490fbb2be25964f1dad5
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07951814B2

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