m-Bromobenzenesulphonyl chloride → HCID 117699078, compound

HRID 1049786Notes

Reaction equation

HRID 1049786 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:14](=[O:15])[CH2:13][C:12](=[O:16])[NH:11][C:10]3[C:17]4[C:22]([CH:23]=[CH:24][C:9]2=3)=[CH:21][CH:20]=[CH:19][CH:18]=4)=[CH:4][CH:3]=1.C(C1C2NC(=O)CC(=O)N(C3C=CC(NC(=O)OC(C)(C)C)=CC=3)C=2C=CC=1)C.[Br:54][C:55]1[CH:56]=[C:57]([S:61](Cl)(=[O:63])=[O:62])[CH:58]=[CH:59][CH:60]=1>N1C=CC=CC=1>[Br:54][C:55]1[CH:56]=[C:57]([S:61]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([N:8]3[C:14](=[O:15])[CH2:13][C:12](=[O:16])[NH:11][C:10]4[C:17]5[C:22]([CH:23]=[CH:24][C:9]3=4)=[CH:21][CH:20]=[CH:19][CH:18]=5)=[CH:4][CH:3]=2)(=[O:63])=[O:62])[CH:58]=[CH:59][CH:60]=1

Participants

5

Reactant 3

HCID 17943m-Bromobenzenesulphonyl chlorideHCID 1176991675-(4-Aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dioneHCID 117699607HCID 117699607, compound

Product 1

HCID 117699078HCID 117699078, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5-(4-Aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione obtained in Example 1, (3) (15 mg, 0.047 mmol), and 3-bromobenzenesulfonyl chloride (24 mg, 0.095 mmol) were treated by heating in pyridine (1.0 mL). After the disappearance of the starting materials was confirmed, the same treatment as that of Example 145 was performed to give the title compound (15 mg, yield 60%) as slightly brown amorphous.

Sources & evidence

ORD record
ord-353273b3e0704947990b1d2594102fdf
Source dataset
uspto-grants-2016_07
Patent number
US09382236B2

Reaction notes

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