Hydrochloric Acid → HCID 20484281, compound

HRID 647921Notes

Reaction equation

HRID 647921 reaction equation
[ClH:1].[CH2:2]([C:6]1[C:10]2[CH:11]=[C:12]([NH2:15])[CH:13]=[CH:14][C:9]=2[S:8][CH:7]=1)[CH2:3][CH2:4][CH3:5].Cl.[N:17]([O-])=O.[Na+]>O>[ClH:1].[CH2:2]([C:6]1[C:10]2[CH:11]=[C:12]([NH:15][NH2:17])[CH:13]=[CH:14][C:9]=2[S:8][CH:7]=1)[CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 20484289HCID 20484289, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 20484281HCID 20484281, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

12.1 g of 3-butyl-5-aminobenzothiophene hydrochloride are mixed with 50 ml of H2O and 50 ml of concentrated HCl, and a solution of 3.6 g of NaNO2 in 40 ml of water is added dropwise at -5°. The solution obtained is added dropwise to a mixture, cooled to -15° C., of 28.4 g of S2Cl2.2H2O and 50 ml of concentrated HCl. After warming the reaction mixture to room temperature, the precipitate which has separated out is filtered off, washed with cold concentrated HCl and put into ice-water and the mixture is covered with a layer of ether and rendered alkaline with 20% strength NaOH. The ethereal phase is washed and dried and acidified with HCl/ether; the precipitate is boiled up in ethyl acetate and filtered off. Melting point: 168°-170° C.

Workup

  1. customThe solution obtained
  2. additionis added dropwise to a mixture
  3. customthe precipitate which has separated out
  4. filtrationis filtered off
  5. washwashed with cold concentrated HCl
  6. washThe ethereal phase is washed
  7. customdried
  8. filtrationfiltered off

Sources & evidence

ORD record
ord-8dada939261847d0a3fa99018a0ea160
Source dataset
uspto-grants-1983_10
Patent number
US04410536

Reaction notes

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