(Phenylthio)acetyl chloride → HCID 57661976, compound

HRID 1665284Notes

Reaction equation

HRID 1665284 reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]2([O:11][C:10]3[C:12]4[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=3[S:8][CH2:7]2)=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH2:3][CH2:2]1.[C:22]1([S:28][CH2:29][C:30](Cl)=[O:31])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[C:22]1([S:28][CH2:29][C:30]([N:1]2[CH2:2][CH2:3][C:4]3([O:11][C:10]4[C:12]5[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=4[S:8][CH2:7]3)=[CH:16][CH:15]=[CH:14][CH:13]=5)[CH2:5][CH2:6]2)=[O:31])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 4063350(Phenylthio)acetyl chlorideHCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 57661976HCID 57661976, compound

Procedure

Compound 48 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, (phenylthio)acetyl chloride and conditions outlined in procedure N. M.p.=155-157° C.; 300 MHz 1H NMR (DMSO-d6) δ 7.89 (m, 2H), 7.76 (t, 1H), 7.60 (t, 1H), 7.39 (m, 2H), 7.29 (m, 2H), 7.20 (m, 1H), 4.11 (dd, 2H), 4.05 (s, 2H), 3.42 (t, 2H), 3.11 (s, 2H), 2.05 (m, 2H), 1.80 (m, 2H); LCMS: 452 [M+H].

Sources & evidence

ORD record
ord-a707341fe01d47eca9b088476fdd84b8
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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