5-Chloro-2-methoxybenzoyl chloride → HCID 178456310, compound

HRID 78490Notes

Reaction equation

HRID 78490 reaction equation
Br.[CH2:2]([N:5]1[CH:9]=[C:8]([CH3:10])[S:7][C:6]1=[NH:11])[CH:3]=[CH2:4].[Cl:12][C:13]1[CH:14]=[CH:15][C:16]([O:22][CH3:23])=[C:17]([CH:21]=1)[C:18](Cl)=[O:19]>>[CH2:2]([N:5]1[CH:9]=[C:8]([CH3:10])[S:7]/[C:6]/1=[N:11]\[C:18](=[O:19])[C:17]1[CH:21]=[C:13]([Cl:12])[CH:14]=[CH:15][C:16]=1[O:22][CH3:23])[CH:3]=[CH2:4]

Participants

3

Reactant 2

HCID 123841765-Chloro-2-methoxybenzoyl chlorideHCID 686217733-allyl-5-methylthiazol-2(3H)-imine hydrobromide

Product 1

HCID 178456310HCID 178456310, compound

Procedure

A mixture of Example 232A (0.5 g) and 5-chloro-2-methoxybenzoylchloride (0.57 g) were processed according to the method of Example 227B to afford the title compound. 1H NMR (300 MHz, dimethylsulfoxide-d6) δ ppm 2.28 (d, J=1.4 Hz, 3H), 3.78 (s, 3H), 4.77 (d, 2H), 5.13 (dq, J=16.9, 1.3 Hz, 1H), 5.24 (dq, J=10.5, 1.4 Hz, 2H), 5.94-6.07 (m, 1H), 7.11 (d, 1H), 7.23 (q, J=1.4 Hz, 1H), 7.43 (dd, 1H), 7.68 (d, 1H); MS (ESI+) m/z 323 (M+H)+.

Sources & evidence

ORD record
ord-6ca15fe6b87c451b8f5fbfa29ea1b45f
Source dataset
uspto-grants-2014_09
Patent number
US08841334B2

Reaction notes

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