Ticlatone → HCID 11162947, compound

HRID 736635Notes

Reaction equation

[Cl:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=[O:9])[NH:7][S:8][C:4]=2[CH:3]=1.[CH2:12]([N:19]=[C:20]=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[CH2:12]([NH:19][C:20]([N:7]1[C:6](=[O:9])[C:5]2[CH:10]=[CH:11][C:2]([Cl:1])=[CH:3][C:4]=2[S:8]1)=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

Reactant 2

HCID 6258Ticlatone

HCID 76639Benzyl isocyanate

Product 1

HCID 11162947HCID 11162947, compound

Procedure

Following the synthetic procedure of 6a as described in Example 1, compound 6z (95% yield) was synthesized from 6-chloro-benzo[d]isothiazol-3-one and benzyl isocyanate as a white solid. IR(CHCl3) 3289, 1713, 1536 cm−1; 1H-NMR (CDCl3) δ4.63 (d, J=5.8 Hz, 2H), 7.22-7.40 (m, 6H), 7.58 (s, 1H), 7.92 (d, J=8.8 Hz, 1H), 9.15 (br s, 1H); ESIMS m/e 319 and 321 (M++1, 35Cl and 37Cl).

Sources & evidence

ORD record: ord-a44ee70c91e14c60aa20e05e7743720b
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07595403B2

Reaction notes

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