3-(4-Piperidinyl)-1,3-benzoxazol-2(3H)-one → 1,1-Dioxido-2-(4-(4-(2-oxo-3-benzoxazolinyl)-piperidin-1-yl)-butyl)-5-ethyl-1,2-benzothiazol-3(2H)-one

HRID 962748Notes

Reaction equation

HRID 962748 reaction equation
[O:1]=[C:2]1[N:6]([CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[C:5]2[CH:13]=[CH:14][CH:15]=[CH:16][C:4]=2[O:3]1.O[CH2:18][CH2:19][CH2:20][CH2:21][N:22]1[C:26](=[O:27])[C:25]2[CH:28]=[C:29]([CH2:32][CH3:33])[CH:30]=[CH:31][C:24]=2[S:23]1(=[O:35])=[O:34]>O>[O:34]=[S:23]1(=[O:35])[C:24]2[CH:31]=[CH:30][C:29]([CH2:32][CH3:33])=[CH:28][C:25]=2[C:26](=[O:27])[N:22]1[CH2:21][CH2:20][CH2:19][CH2:18][N:10]1[CH2:9][CH2:8][CH:7]([N:6]2[C:5]3[CH:13]=[CH:14][CH:15]=[CH:16][C:4]=3[O:3][C:2]2=[O:1])[CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 113219283-(4-Piperidinyl)-1,3-benzoxazol-2(3H)-oneHCID 19085806HCID 19085806, compound

Product 1

HCID 190858191,1-Dioxido-2-(4-(4-(2-oxo-3-benzoxazolinyl)-piperidin-1-yl)-butyl)-5-ethyl-1,2-benzothiazol-3(2H)-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

From 4-(2-oxo-3-benzoxazolinyl)-piperidine and 2-(4-hydroxybutyl)-1,1-dioxido-5-ethyl-1,2-benzothiazol-3(2H)-one using the procedure described for Example 66, Steps 4-6 there was obtained a white solid: mp 165°-168 ° C. 1H NMR (400 MHz, CDCl3) 7.9 (s, 1H), 7.8 (m, 1H), 7.66 (m, 1H), 7.3 (m, 1H), 7.2-7.05 (m, 3H), 4.2 (m, 1H), 3.8 (m, 2H), 3.1 (m, 2H), 2.82 (m, 2H), 2.4 (m, 2H), 2.1 (m, 2H), 2.0-1.8 (br m, 4H), 1.8-1.6 (br m, 4H), 1.3 (t, 3H) Analysis calculated for C25H30N3O6S·HCl·1.4 H2O C: 55.66, H: 6.06, N: 7.01 found C: 55.82, H: 5.81, N: 6.91.

Workup

  1. customwas obtained a white solid

Sources & evidence

ORD record
ord-af29bdb20b684938b3cd439812a14fcb
Source dataset
uspto-grants-1998_06
Patent number
US05760054

Reaction notes

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