Sodium Hydroxide → HCID 28904464, compound

HRID 1532676Notes

Reaction equation

HRID 1532676 reaction equation
O.O.[Sn](Cl)Cl.[Cl:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-])=O)[C:8]=1[NH:16][CH2:17][CH2:18][CH2:19][N:20]([CH3:22])[CH3:21].[OH-].[Na+]>Cl>[Cl:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH2:13])[C:8]=1[NH:16][CH2:17][CH2:18][CH2:19][N:20]([CH3:21])[CH3:22]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 61436Stannous chloride dihydrateHCID 62084069HCID 62084069, compound

Product 1

HCID 28904464HCID 28904464, compoundYield 99.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

Procedure

A solution containing tin(II) chloride dihydrate (4.040 g) in concentrated hydrochloric acid (5.85 ml) was added to a solution containing N1-(2-chloro-6-nitrophenyl)-N3,N3-dimethyl-1,3-propanediamine (1.289 g) in concentrated hydrochloric acid (4.2 ml) and the mixture was stirred for 14 hours at room temperature. The reaction mixture was alkalified with 10% sodium hydroxide aqueous solution while being cooled with ice and extracted with diethyl ether. The extract was washed with saturated brine, dried over sodium sulfate anhydride, and concentrated, thereby yielding the entitled compound (1.130 g) as orange solid.

Workup

  1. additionwas added to a solution
  2. temperaturewhile being cooled with ice
  3. extractionextracted with diethyl ether
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over sodium sulfate anhydride
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-533ced2f08e44929a3e216644dd00ec0
Source dataset
uspto-grants-2001_03
Patent number
US06204264B1

Reaction notes

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