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

HRID 552372

反応式

HRID 552372 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b7956213360d490fbb2be25964f1dad5
出典データセット
uspto-grants-2011_05
特許番号
US07951814B2

関連ノート

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