1,2-Benzisothiazol-3(2H)-one → HCID 11231441, compound

HRID 736623Notes

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.[CH2:11]([N:18]=[C:19]=[O:20])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH2:11]([NH:18][C:19]([N:2]1[C:3](=[O:10])[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[S:1]1)=[O:20])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

Reactant 2

HCID 175201,2-Benzisothiazol-3(2H)-one

HCID 76639Benzyl isocyanate

Product 1

HCID 11231441HCID 11231441, compound

Procedure

Following the synthetic procedure of 6a as described in Example 1, compound 6i (88% yield) was synthesized from benzo[d]isothiazol-3-one and benzyl isocyanate as a white solid. mp 169-170° C.; IR(CHCl3) 3281, 1711, 1663, 1536 cm−1; 1H-NMR (CDCl3) δ4.64 (d, J=5.9 Hz, 2H), 7.28-7.45 (m, 5H), 7.58 (d, J=7.2 Hz, 1H), 7.70 (t, J=7.2 Hz, 1H), 8.01 (d, J=7.2 Hz, 1H), 9.26 (br s, 1H); ESIMS m/e 285 (M++1).

Sources & evidence

ORD record: ord-bfdbef61a59f48c186226591a0bef1a7
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07595403B2

Reaction notes

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