1-Butanol → HCID 20208157, compound

HRID 329195Notes

Reaction equation

HRID 329195 reaction equation
[CH2:1]([O:3][C:4]([N:6]=[C:7]=[S:8])=[O:5])[CH3:2].C(N(CC)CC)C.[CH2:16]([OH:20])[CH2:17][CH2:18][CH3:19]>O1CCCC1>[C:4]([NH:6][C:7](=[S:8])[O:20][CH2:16][CH2:17][CH2:18][CH3:19])([O:3][CH2:1][CH3:2])=[O:5]

Participants

5

Procedure

26 g of ethoxycarbonyl isothiocyanate were added dropwise to a mixture of 0.4 ml of triethylamine, 15 g of normal butanol and 150 ml of tetrahydrofuran and the mixture was refluxed for 2 hours and concentrated to dryness by distillation under reduced pressure to obtain 39 g of raw n-butyl N-carbethoxy-thiocarbamate. The latter product was added to a mixture of 500 ml of methanol and 14 g of potassium methylate and the mixture was stirred for an hour and then concentrated to dryness under reduced pressure. The residue was added to ether and the precipitate formed was recovered by vacuum filtration and was dried to obtain 35 g of the potassium salt of n-butyl N-carbethoxy-thiocarbamate melting at 219° C.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. concentrationconcentrated to dryness by distillation under reduced pressure

Sources & evidence

ORD record
ord-f9c03969859644af99082b3e0f10728f
Source dataset
uspto-grants-1977_04
Patent number
US04020076

Reaction notes

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