8-Quinolinesulfonyl chloride → HCID 66818887, compound

HRID 1024677Notes

Reaction equation

HRID 1024677 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[S:11](Cl)(=[O:13])=[O:12])[CH:4]=[CH:3][CH:2]=1.[NH2:15][C:16]1[C:17]([O:31][C:32]2[CH:37]=[CH:36][C:35]([C:38]#[N:39])=[CH:34][CH:33]=2)=[N:18][C:19]([O:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][CH:24]=2)=[CH:20][CH:21]=1>>[C:38]([C:35]1[CH:36]=[CH:37][C:32]([O:31][C:17]2[C:16]([NH:15][S:11]([C:9]3[CH:8]=[CH:7][CH:6]=[C:5]4[C:10]=3[N:1]=[CH:2][CH:3]=[CH:4]4)(=[O:13])=[O:12])=[CH:21][CH:20]=[C:19]([O:22][C:23]3[CH:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][CH:24]=3)[N:18]=2)=[CH:33][CH:34]=1)#[N:39]

Participants

3

Reactant 2

HCID 292208-Quinolinesulfonyl chlorideHCID 66818531HCID 66818531, compound

Product 1

HCID 66818887HCID 66818887, compoundYield 101.3%

Procedure

8-Quinoline sulfonyl chloride (0.172 g, 0.76 mmol) was added to a stirred solution of 3-amino-2,6-bis(4-cyano phenoxy)pyridine (0.25 g, 0.76 mmol). Using other reagents and reaction conditions as mentioned in Example 1(c) afforded 0.4 g of the required product. 1H NMR (DMSO-d6): δ 6.92 (1H, d), 7.11 (1H, d), 7.18 (2H, d), 7.25 (1H, d), 7.51 (2H, d), 7.56 (1H, dd), 7.66 (1H, t), 7.74 (2H, d), 7.80 (2H, m), 7.98 (1H, d), 8.20 (2H, m), 8.38 (1H, d).

Workup

  1. customreagents and reaction conditions

Sources & evidence

ORD record
ord-94f1229deecb4350a65163909a71e5b4
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

Loading…