Methanimidamide, hydrochloride (1:1) → 7-ethoxy-6-methoxyquinazolin-4(3H)-one

HRID 1917633ノート

反応式

HRID 1917633 の反応式
[NH2:1][C:2]1[CH:11]=[C:10]([O:12][CH2:13][CH3:14])[C:9]([O:15][CH3:16])=[CH:8][C:3]=1[C:4](OC)=[O:5].Cl.[CH:18](N)=[NH:19]>C(N)=O>[CH2:13]([O:12][C:10]1[CH:11]=[C:2]2[C:3]([C:4](=[O:5])[NH:19][CH:18]=[N:1]2)=[CH:8][C:9]=1[O:15][CH3:16])[CH3:14]

参加物

4

反応物 2

HCID 10313058Methanimidamide, hydrochloride (1:1)HCID 10489373Methyl 2-amino-4-ethoxy-5-methoxybenzoate

生成物 1

HCID 1355332107-ethoxy-6-methoxyquinazolin-4(3H)-one収率 70%

試薬・触媒・溶媒 1

HCID 713Formamide溶媒

反応条件

温度
130 °C

実験手順

A mixture of methyl 2-amino-4-ethoxy-5-methoxybenzoate (4.43 g, 19.7 mmol) and formamidine hydrochloride (2.255 g, 28 mmol) in formamide (20 mL) was heated at 130° C. for 8 hours. The reaction mixture was quenched with water, filtered, washed with water, and dried under vacuum with P2O5 to give 7-ethoxy-6-methoxyquinazolin-4(3H)-one as solid (3.029 g, 70%). 1H NMR (300 MHz, DMSO-d6) δ 12.1 (br, 1H), 7.97 (s, 1H), 7.43 (s, 1H), 7.10 (s, 1H), 4.16 (q, 2H), 3.87 (s, 3H), 1.38 (t, 3H); LC-MS (ESI) m/z 221 (M+H)+.

後処理

  1. customThe reaction mixture was quenched with water
  2. filtrationfiltered
  3. washwashed with water
  4. dry with materialdried under vacuum with P2O5

出典と根拠

ORDレコード
ord-c3d46b7bd966475fb158ff6b7a56f34f
出典データセット
uspto-grants-2013_12
特許番号
US08618289B2

反応ノート

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