Tin tetrachloride → HCID 22096897, compound

HRID 1458722Notes

Reaction equation

HRID 1458722 reaction equation
[CH2:1]([N:3]([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=1)[CH2:4][CH2:5][Cl:6])[CH3:2].[Sn](Cl)(Cl)(Cl)Cl>Cl>[ClH:6].[CH2:1]([N:3]([C:7]1[CH:8]=[CH:9][C:10]([NH2:13])=[CH:11][CH:12]=1)[CH2:4][CH2:5][Cl:6])[CH3:2]

Participants

4

Reactant 2

HCID 24287Tin tetrachlorideHCID 22096790HCID 22096790, compound

Product 1

HCID 22096897HCID 22096897, compoundYield 201.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To a solution of 3.0 g (13.1 mmol) of 4-[N-ethyl,N-(2-chloroethyl)amino]nitrobenzene in 70 ml of a concentrated hydrochloric acid, 10 g of tin chloride were added. The resultant mixture was refluxed under heat for 3 hours, followed by treatment with aqueous ammonia and extraction with chloroform. The solvent was distilled out under reduced pressure. A solution of 4N hydrochloric acid/dioxane was added to the residue, followed by washing with IPA, whereby 3.1 g of the powder were obtained (yield: 100%).

Workup

  1. temperatureunder heat for 3 hours
  2. extractionfollowed by treatment with aqueous ammonia and extraction with chloroform
  3. distillationThe solvent was distilled out under reduced pressure
  4. additionA solution of 4N hydrochloric acid/dioxane was added to the residue
  5. washby washing with IPA

Sources & evidence

ORD record
ord-fec3b2eec1304c369bcce27077350e05
Source dataset
uspto-grants-1998_12
Patent number
US05852011

Reaction notes

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