Potassium Bromide → HCID 376543, compound

HRID 1250220Notes

Reaction equation

HRID 1250220 reaction equation
[C:1]([O:4][CH:5]([C:7]1[S:11][C:10]2[C:12](=[O:20])[C:13]3[CH:17]=[CH:16][S:15][C:14]=3[C:18](=[O:19])[C:9]=2[CH:8]=1)[CH3:6])(=[O:3])[CH3:2].[K+].[Br-]>C(Cl)(Cl)Cl>[C:1]([O:4][CH:5]([C:7]1[S:11][C:10]2[C:12](=[O:20])[C:13]3[C:17]([CH:5]([O:4][C:1](=[O:3])[CH3:2])[CH3:6])=[CH:16][S:15][C:14]=3[C:18](=[O:19])[C:9]=2[CH:8]=1)[CH3:6])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 253877Potassium BromideHCID 388025HCID 388025, compound

Product 1

HCID 376543HCID 376543, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Compound 15 was prepared from 14 in an identical manner to that compound 11. Yield 72%; yellow solid; mp 180-182° C.; UV (CHCl3) λmax 245 (log ε 4.32); IR (KBr) 1640, 1720 (C═O) cm−1; 1H NMR (CDCl3) δ 1.58 (d, J=6.6 Hz, 3H, C-7-CHCH3), 1.67 (d, J=6.6 Hz, 3H, C-2-CHCH3), 2.12 (s, 6H, COCH3×2), 6.10-6.16 (q, J=6.6 Hz, 1H, C-2-CH), 6.50-6.56 (q, J=6.6 Hz, 1H, C-7-CH), 7.50 (s, 1H, H-3), 7.62 (s, 1H, H-6); 13C NMR (CDCl3): δ 21.0, 21.1, 21.3, 22.0 (CH3×4), 67.4, 67.8 (CH×2), 123.2 (C-3), 128.6 (C-6), 154.0 (C-7), 154.1 (C-2), 169.6, 169.7 (C-2-C═O, C-7-C═O), 174.3, 174.8 (C-4, C-8); MS m/z 392 (M+); Anal. (C18H16O6S2) C, H.

Sources & evidence

ORD record
ord-026c0fa4b9f94610a86a05b6746b7fe4
Source dataset
uspto-grants-2002_01
Patent number
US06337346B1

Reaction notes

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