Tetrahydrofuran → HCID 21438997, compound

HRID 329203Notes

Reaction equation

HRID 329203 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][S:7]O)=[CH:4][CH:3]=1.O1CCCC1.[CH2:16]([O:18][C:19]([N:21]=[C:22]=[S:23])=[O:20])[CH3:17]>C(N(CC)CC)C>[C:19]([NH:21][C:22](=[S:23])[S:7][CH2:6][C:5]1[CH:9]=[CH:10][C:2]([Cl:1])=[CH:3][CH:4]=1)([O:18][CH2:16][CH3:17])=[O:20]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 85320Ethyl isothiocyanatoformateHCID 54028997HCID 54028997, compound

Product 1

HCID 21438997HCID 21438997, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 158.6 g of p-chlorobenzylthio alcohol, 800 ml of tetrahydrofuran, 5 ml of triethylamine and 131.6 g of ethoxycarbonyl isothiocyanate was refluxed for 21/2 hours and was then concentrated to dryness. The residue was washed with petroleum ether to obtain 233 g of p-chlorobenzyl N-carbethoxy-dithiocarbamate melting at 80° C.

Workup

  1. temperaturewas refluxed for 21/2 hours
  2. concentrationwas then concentrated to dryness
  3. washThe residue was washed with petroleum ether

Sources & evidence

ORD record
ord-be14dcea97d446aaacbaca94a5550f9f
Source dataset
uspto-grants-1977_04
Patent number
US04020076

Reaction notes

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