Hydrochloric Acid → HCID 57025650, compound

HRID 544431Notes

Reaction equation

HRID 544431 reaction equation
N1C=CC=CC=1.[O:7]([C:14]1[S:15][C:16]([CH2:19][OH:20])=[CH:17][N:18]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH3:21][C:22]1([CH3:32])[C@@H:24]([CH:25]=[C:26]([Br:28])[Br:27])[C@H:23]1[C:29](Cl)=[O:30].Cl>C1C=CC=CC=1>[CH3:21][C:22]1([CH3:32])[C@@H:24]([CH:25]=[C:26]([Br:27])[Br:28])[C@H:23]1[C:29]([O:20][CH2:19][C:16]1[S:15][C:14]([O:7][C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)=[N:18][CH:17]=1)=[O:30]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 12940583Deltamethric Acid ChlorideHCID 13106154HCID 13106154, compound

Product 1

HCID 57025650HCID 57025650, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
20 °C

Procedure

3 ml of pyridine were added dropwise at 5° C. to a solution of 2.1 gof the product of Step B in 50 ml of benzene and 3.5 g of (1R,3R) 2,2-dimethyl-3-[2,2-dibromoethenyl]-cyclopropane-1-carboxylic acid chloride and the mixture was stirred at 20° C. for 8 hours and was poured into aqueous 2N hydrochloric acid. The decanted organic phase was dried and evaporated to dryness under reduced pressure. The residue was chromatographed over silica gel and eluted with a 95-5 benzene-ethyl acetate mixture to obtain 1.45 g of (2-phenoxy-5-thiazolyl)-methyl (1R3R) 2,2-dimethyl-3-[2,2-dibromoethenyl]-cyclopropane-1-carboxylate.

Workup

  1. customThe decanted organic phase was dried
  2. customevaporated to dryness under reduced pressure
  3. customThe residue was chromatographed over silica gel
  4. washeluted with a 95-5 benzene-ethyl acetate mixture

Sources & evidence

ORD record
ord-d668a9b55a8d45609aaef87e885b1e14
Source dataset
uspto-grants-1984_05
Patent number
US04450169

Reaction notes

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