1,2-Benzisothiazol-3(2H)-one → HCID 11311927, compound

HRID 736622Notes

Reaction equation

HRID 736622 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3](=[O:10])[NH:2]1.[CH:11]1([N:17]=[C:18]=[O:19])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>>[CH:11]1([NH:17][C:18]([N:2]2[C:3](=[O:10])[C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[S:1]2)=[O:19])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 175201,2-Benzisothiazol-3(2H)-oneHCID 18502Cyclohexyl isocyanate

Product 1

HCID 11311927HCID 11311927, compound

Procedure

Following the synthetic procedure of 6a as described in Example 1, compound 6h (52% yield) was synthesized from benzo[d]isothiazol-3-one and cyclohexyl isocyanate as a white solid. mp 49-51° C; IR(CHCl3) 3287, 1711, 1660, 1533 cm−1; 1H-NMR (CDCl3) δ 1.20-1.65 (m, 6H), 1.65-1.80 (m, 2H), 1.95-2.05 (m, 2H), 3.80-3.94 (m, 1H), 7.42 (t, J=7.6 Hz, 1H), 7.58 (d, J=7.6 Hz, 1H), 7.69 (t, J=7.6 Hz, 1H), 8.00 (d, J=7.6 Hz, 1H, 8.86 (br s, 1H); ESIMS m/e 277 (M++1).

Sources & evidence

ORD record
ord-b8d2fd80e23646d8b9c0fd072f885680
Source dataset
uspto-grants-2009_09
Patent number
US07595403B2

Reaction notes

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