1-Chloro-N,N-2-trimethylpropenylamine → HCID 178429710, compound

HRID 846891Notes

Reaction equation

HRID 846891 reaction equation
[SH:1][C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11](O)=[O:12])=[C:6]2[N:5]=[C:4]([CH3:14])[CH:3]=1.ClC([N:20](C)C)=C(C)C>C(Cl)Cl>[SH:1][C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]([NH2:20])=[O:12])=[C:6]2[N:5]=[C:4]([CH3:14])[CH:3]=1

Participants

4

Reactant 2

HCID 6407921-Chloro-N,N-2-trimethylpropenylamineHCID 178429711HCID 178429711, compound

Product 1

HCID 178429710HCID 178429710, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of 105 g of 7-mercapto-5-methylpyrazolo-[1,5-a]pyrimidine-3-carboxylic acid in 400 ml of methylene chloride was treated with 6.3 ml of 1-chloro-N,N,2-trimethyl-1-propenamine and treated in an ultrasound bath until the majority has passed into solution. The mixture was suction filtered over a glass fiber filter, and ammonia was conducted into the clear filtrate at 20°. A crystalline precipitate formed which was filtered off under suction, dried and subsequently triturated in 100 ml of H2O for 5 minutes. The insoluble material was filtered off and the filtrate was concentrated in a vacuum to half of the volume. Upon allowing to stand at 0°, there was obtained 7-mercapto-5-methylpyrazolo[1,5-a]pyrimidine-3-carboxamide as the ammonium salt in the form of white crystals.

Workup

  1. additiontreated in an ultrasound bath until the majority
  2. filtrationfiltered over a glass fiber
  3. filtrationfilter
  4. customwas conducted into the clear filtrate at 20°
  5. customA crystalline precipitate formed which
  6. filtrationwas filtered off under suction
  7. customdried
  8. customsubsequently triturated in 100 ml of H2O for 5 minutes
  9. filtrationThe insoluble material was filtered off
  10. concentrationthe filtrate was concentrated in a vacuum to half of the volume
  11. customto stand at 0°

Sources & evidence

ORD record
ord-c5f3c98b20674f8e9bfa5f752aadac2f
Source dataset
uspto-grants-1992_08
Patent number
US05138066

Reaction notes

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