Ethanol → HCID 68183175, compound

HRID 513551Notes

Reaction equation

HRID 513551 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([NH:12][S:13]([C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][C:17]=2[N+:26]([O-])=O)(=[O:15])=[O:14])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.Cl[Sn]Cl.CCO>C(Cl)Cl>[NH2:26][C:17]1[CH:18]=[C:19]([S:22]([CH3:25])(=[O:23])=[O:24])[CH:20]=[CH:21][C:16]=1[S:13]([NH:12][C:9]1[CH:10]=[CH:11][C:2]([Cl:1])=[C:3]2[C:8]=1[N:7]=[CH:6][CH:5]=[CH:4]2)(=[O:15])=[O:14]

Participants

5

Reactant 3

HCID 702EthanolHCID 24479Stannous ChlorideHCID 68183167HCID 68183167, compound2×

Product 1

HCID 68183175HCID 68183175, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In the similar fashion using route 15 general procedure 29, N-(5-chloro-quinolin-8-yl)-4-methanesulfonyl-2-nitro-benzenesulfonamide (Intermediate 262 (350 mg, 0.79 mmol), SnCl2 (399 mg, 4.76 mmol) and EtOH (12 ml) gave the title compound (205 mg, 63%) after trituration from DCM: pentane

Sources & evidence

ORD record
ord-d4ec9429b03c4770a53d19ec8ddc3d8c
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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