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

HRID 1622316노트

반응식

HRID 1622316 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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.

출처 및 근거

ORD 기록
ord-d36a10281a974126980d4beb268f8313
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08778933B2

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