1,1-Dioxido-2-(4-bromobutyl)-1,2-benzisothiazol-3(2H)-one → HCID 54102046, compound

HRID 962725Notes

Reaction equation

HRID 962725 reaction equation
[O:1]=[C:2]1[NH:6][C:5]2[C:7]([CH:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)=[C:8]3[C:13](=[CH:14][C:4]=2[O:3]1)[CH:12]=[CH:11][CH:10]=[CH:9]3.Br[CH2:22][CH2:23][CH2:24][CH2:25][N:26]1[C:30](=[O:31])[C:29]2[CH:32]=[CH:33][CH:34]=[CH:35][C:28]=2[S:27]1(=[O:37])=[O:36]>>[O:36]=[S:27]1(=[O:37])[C:28]2[CH:35]=[CH:34][CH:33]=[CH:32][C:29]=2[C:30](=[O:31])[N:26]1[CH2:25][CH2:24][CH2:23][CH2:22][N:18]1[CH2:19][CH2:20][CH:15]([C:7]2[C:5]3[NH:6][C:2](=[O:1])[O:3][C:4]=3[CH:14]=[C:13]3[C:8]=2[CH:9]=[CH:10][CH:11]=[CH:12]3)[CH2:16][CH2:17]1

Participants

3

Reactant 2

HCID 107817741,1-Dioxido-2-(4-bromobutyl)-1,2-benzisothiazol-3(2H)-oneHCID 54468376HCID 54468376, compound

Product 1

HCID 54102046HCID 54102046, compound

Procedure

From the hydrochloride salt of 4-(2-oxonaphth[2,3-d]oxazolinyl)-piperidine and 2-(4-bromobutyl)-1,1-dioxido-1,2-benzothiazol-3(2H)-one using the procedure described for Example 15, Step 5 there was obtained a white solid, HC1 salt: 1H NMR (400 MHz, CD3OD) 8.11 (td, J=6.5, 0.9 Hz, 2H), 8.02-7.94 (m, 2H), 7.89 (d, J=8.2 Hz, 2H), 7.68 (d, J=5.3 Hz, 2H), 7.50-7.42 (m, 2H), 4.58 (tt, J=12.3, 4.0 Hz, 1H), 3.90 (t, J=6.4 Hz, 2H), 3.72 (d, J=13.0 Hz, 2H), 3.22-3.15 (m, 4H), 2.80 (qd, J=12.8, 3.0 Hz, 2H), 2.21 (d, J=13.7 Hz, 2H), 2.00-1.92 (m, 4H).

Workup

  1. customwas obtained a white solid, HC1 salt

Sources & evidence

ORD record
ord-f14363629bbd417288880bdf833c92ee
Source dataset
uspto-grants-1998_06
Patent number
US05760054

Reaction notes

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