Hexane → HCID 2807654, compound

HRID 2396684Notes

Reaction equation

HRID 2396684 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([O:9][CH3:10])=[O:8].[CH2:11]([O:13][C:14]([N:16]=[C:17]=[S:18])=[O:15])[CH3:12].CCCCCC>C(Cl)(Cl)Cl.CCOCC>[CH2:11]([O:13][C:14]([NH:16][C:17]([NH:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([O:9][CH3:10])=[O:8])=[S:18])=[O:15])[CH3:12]

Participants

6

Reactant 3

HCID 8058HexaneHCID 85320Ethyl isothiocyanatoformateHCID 89652Methyl 3-amino-2-thiophenecarboxylate

Product 1

HCID 2807654HCID 2807654, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6212ChloroformSolvent

Procedure

Methyl 3-amino-2-thiophenecarboxylate (5.0 g (32 mmol) was dissolved in 16 mL of chloroform and to this solution 4.17 g (32 mmol) of ethoxycarbonyl isothiocyanate was added slowly with stirring at ambient temperature. A precipitate began to appear after a few minutes and after 20 min the volatile components were removed by evaporation under reduced pressure. The tan solid residue obtained was diluted with 20 mL of ether and allowed to stir for about 20 min and then 100 mL of hexane was added. The insoluble solids were recovered by filtration and dried to obtain 8.51 g of the title compound as a tan solid melting at 165°-167° C.

Workup

  1. additionwas added slowly
  2. customthe volatile components were removed by evaporation under reduced pressure
  3. customThe tan solid residue obtained
  4. stirringto stir for about 20 min
  5. filtrationThe insoluble solids were recovered by filtration
  6. customdried

Sources & evidence

ORD record
ord-e6f525e0359e420eae314102493ae580
Source dataset
uspto-grants-1996_02
Patent number
US05494887

Reaction notes

Loading…