Methanol → 5-[3-(N-hydroxyamidino)phenyl]-1H-naphtho[1,2-b][1,4]diazepin-2,4(3H,5H)-dione

HRID 1622316ノート

反応式

HRID 1622316 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([N:9]2C(=O)[CH2:14][C:13](=[O:17])[NH:12][C:11]3[C:18]4[C:23]([CH:24]=[CH:25][C:10]2=3)=[CH:22][CH:21]=[CH:20][CH:19]=4)[CH:6]=[CH:7][CH:8]=1)#[N:2].Cl.[NH2:27][OH:28].C(N(CC)CC)C.[CH3:36][OH:37]>C1COCC1>[OH:28][NH:27][C:1]([C:3]1[CH:4]=[C:5]([N:9]2[C:36](=[O:37])[CH2:14][C:13](=[O:17])[NH:12][C:11]3[C:18]4[C:23]([CH:24]=[CH:25][C:10]2=3)=[CH:22][CH:21]=[CH:20][CH:19]=4)[CH:6]=[CH:7][CH:8]=1)=[NH:2]

参加物

6

反応物 4

HCID 887MethanolHCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 468632195-(3-Cyanophenyl)-1H-naphtho[1,2-b][1,4]diazepin-2,4(3H,5H)-dione

生成物 1

HCID 1785133085-[3-(N-hydroxyamidino)phenyl]-1H-naphtho[1,2-b][1,4]diazepin-2,4(3H,5H)-dione収率 91%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 5-(3-cyanophenyl)-1H-naphtho[1,2-b][1,4]diazepin-2,4(3H,5H)-dione (37 mg, 0.11 mmol), hydroxylamine hydrochloride (76 mg, 1.1 mmol) and triethylamine (0.16 mL, 1.1 mmol) in THF (0.65 mL)/methanol (1.3 mL) was heated under reflux for 2 hours. The solvent was removed under reduced pressure, and to the residue was added water (4 mL). The precipitated crystal was filtered and washed with water. The crystal was dried in vacuo at 50° C., to give the titled compound as a light gray crystal (36 mg, 91%).

後処理

  1. temperatureunder reflux for 2 hours
  2. customThe solvent was removed under reduced pressure
  3. additionto the residue was added water (4 mL)
  4. filtrationThe precipitated crystal was filtered
  5. washwashed with water
  6. customThe crystal was dried in vacuo at 50° C.

出典と根拠

ORDレコード
ord-d36a10281a974126980d4beb268f8313
出典データセット
uspto-grants-2014_07
特許番号
US08778933B2

反応ノート

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