Thionyl Chloride → 5-[4-[(2-Isopropoxybenzoyl)amino]phenyl]-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione
Reaction equation
[CH:1]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([OH:9])=O)([CH3:3])[CH3:2].S(Cl)(Cl)=O.[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[C:31](=[O:32])[CH2:30][C:29](=[O:33])[NH:28][C:27]3[C:34]4[C:39]([CH:40]=[CH:41][C:26]2=3)=[CH:38][CH:37]=[CH:36][CH:35]=4)=[CH:21][CH:20]=1.IC1C=CC=CC=1C(NCCN1C(=O)CC(=O)NC2C3C(C=CC1=2)=CC=CC=3)=O>>[CH:1]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[C:31](=[O:32])[CH2:30][C:29](=[O:33])[NH:28][C:27]3[C:34]4[C:39]([CH:40]=[CH:41][C:26]2=3)=[CH:38][CH:37]=[CH:36][CH:35]=4)=[CH:21][CH:20]=1)=[O:9])([CH3:2])[CH3:3]Participants
5
Reactant 4
Product 1
Procedure
2-Isopropoxybenzoic acid (36 mg, 0.2 mmol) was treated with thionyl chloride in the same manner as that of Example 13, and then by using the resultant together with 5-(4-aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione (32 mg, 0.1 mmol), the title compound (36 mg, yield 75%) was obtained as white crystals in the same manner as that of Example 1, (4).
Sources & evidence
- ORD record
- ord-196d5052375f4846a75b0c2ae975e80d
- Source dataset
- uspto-grants-2016_07
- Patent number
- US09382236B2
Reaction notes
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