Dimethylformamide → HCID 18356903, compound

HRID 427256Notes

Reaction equation

HRID 427256 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[NH:8][CH:7]=2)[N:3]=[CH:2]1.[C:15](=[O:18])([O-])[O-].[K+].[K+].[CH3:21][N:22]([CH:24]=[O:25])C>>[NH:8]1[C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6]([C:4]2[N:3]=[CH:2][N:1]([CH2:5][CH2:4][CH2:6][CH2:21][N:22]3[C:24](=[O:25])[C:14]4[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=4)[C:15]3=[O:18])[CH:5]=2)=[CH:7]1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 178419925HCID 178419925, compound

Product 1

HCID 18356903HCID 18356903, compound

Procedure

7.9 g of product of Stage A, 50 ml of DMF and 11.93 g of potassium carbonate are agitated for 15 minutes at 110° C., dried in an oven under phosphoric anhydride. A solution of 15.83 g of N-(4-bromobutyl)phthalimide in 30 ml of DMF is added dropwise at ambient temperature. Agitation is carried out for one hour at 110° C. The reaction medium is poured into sodium acid phosphate, followed by evaporation under reduced pressure. 19.11 g of crude product is obtained which is purified on silica eluting with a methylene chloride-methanol-ammonium hydroxide mixture 97-3-05. 4.58 g of sought product is obtained.

Workup

  1. customdried in an oven under phosphoric anhydride
  2. additionA solution of 15.83 g of N-(4-bromobutyl)phthalimide in 30 ml of DMF is added dropwise at ambient temperature
  3. additionThe reaction medium is poured into sodium acid phosphate
  4. customfollowed by evaporation under reduced pressure
  5. custom19.11 g of crude product is obtained which
  6. customis purified on silica eluting with a methylene chloride-methanol-ammonium hydroxide mixture 97-3-05

Sources & evidence

ORD record
ord-3b1a825183724c38b5d674bb45766b6b
Source dataset
uspto-grants-2001_11
Patent number
US06313101B1

Reaction notes

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