Sodium hydride → HCID 59520368, compound

HRID 1162539Notes

Reaction equation

HRID 1162539 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([NH2:15])[S:13][CH:14]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=1[S:26](Cl)(=[O:28])=[O:27].[H-].[Na+]>C1COCC1>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:11]=[C:12]([NH:15][S:26]([C:19]3[CH:20]=[C:21]([O:24][CH3:25])[CH:22]=[CH:23][C:18]=3[O:17][CH3:16])(=[O:28])=[O:27])[S:13][CH:14]=2)=[CH:8][CH:9]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 1370252,5-Dimethoxybenzenesulfonyl chlorideHCID 6736934-(4-Isopropyl-phenyl)-thiazol-2-ylamine

Product 1

HCID 59520368HCID 59520368, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-[4-(4-Isopropyl-phenyl)-thiazol-2-yl]-2,5-dimethoxy-benzenesulfonamide was prepared (62 mg) following general procedure C (method 1) using 4-(4-isopropyl-phenyl)-thiazol-2-yl amine (50 mg, 0.23 mmol), 2,5-dimethoxybenzenesulfonyl chloride (59 mg, 0.25 mmol), NaH (14 mg, 60%, 0.34 mmol) and THF (1 mL). LCMS m/z: 419 (M+1)+; 1H NMR (CDCl3, 400 MHz): δ 1.27 (d, 6H); 2.95 (m, 1H), 3.75 (s, 3H), 3.81 (3, 3H), 6.52 (s, 1H), 6.9 (d, 1H), 7.0 (dd, 1H), 7.31 (m, 2H), 7.44 (m, 2H), 7.6 (d, 1H), 10.2 (brs, 1H).

Sources & evidence

ORD record
ord-9f48452db3d54719a6626c7588f257c5
Source dataset
uspto-grants-2010_10
Patent number
US07820704B2

Reaction notes

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