Sodium Carbonate → HCID 14989220, compound

HRID 484501Notes

Reaction equation

HRID 484501 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.Cl.[Cl:10][CH2:11][CH2:12][CH:13]1[CH2:17][CH2:16][NH:15][CH2:14]1.C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[Cl:8][C:5]1[N:4]=[N:3][C:2]([N:15]2[CH2:16][CH2:17][CH:13]([CH2:12][CH2:11][Cl:10])[CH2:14]2)=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 673313,6-DichloropyridazineHCID 21941701HCID 21941701, compound

Product 1

HCID 14989220HCID 14989220, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
65 °C

Procedure

A mixture of 8.9 parts of 3,6-dichloropyridazine, 8.6 parts of 3-(2-chloroethyl)pyrrolidine hydrochloride, 21,2 parts of sodium carbonate and 235 parts of N,N-dimethylformamide was stirred overnight at about 65° C. The reaction mixture was poured into ice water and the product was extracted with dichloromethane. The extract was dried, filtered and evaporated, yielding 12.2 parts (99.1%) of 3-chloro-6-[3-(2-chloroethyl)-1-pyrrolidinyl]pyridazine as a residue (int. 94).

Workup

  1. extractionthe product was extracted with dichloromethane
  2. customThe extract was dried
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-20984ba203cb43f78abfd8c9774b6588
Source dataset
uspto-grants-1993_07
Patent number
US05231184

Reaction notes

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