Sodium dicyanamide → HCID 178445599, compound

HRID 1248454Notes

Reaction equation

HRID 1248454 reaction equation
Cl.[F:2][C:3]([F:10])([F:9])[CH2:4][C:5]([NH2:8])([CH3:7])[CH3:6].[N-:11]([C:14]#[N:15])[C:12]#[N:13].[Na+]>C(O)CCC>[C:12]([NH:11][C:14]([NH:8][C:5]([CH3:7])([CH3:6])[CH2:4][C:3]([F:10])([F:9])[F:2])=[NH:15])#[N:13]

Participants

4

Reactant 2

HCID 4350929Sodium dicyanamideHCID 2027811593339-72-1

Product 1

HCID 178445599HCID 178445599, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 3,3,3-trifluoro-1,1-dimethylpropylamine hydrochloride (2.67 g, 15 mol), sodium dicyanamide (1.34 g, 15 mmol), and n-butanol (7.5 ml) was sealed in vacuo in a Pyrex ampoule and was heated at 105° for 119 h to give, after solvent removal, a residue (2.87 g) which was crushed and stirred with water (7 ml), then filtered and washed with water, then dried to give a solid (2.57 g) with m.p. 153° (shrinks 145°). The solid was dissolved in methanol (25 ml) then filtered to remove what is presumed to be polymeric dicyanamide (0.06 g). Removal of solvent and drying gave the guanidine (2.35 g) m.p. 153°-4°.

Workup

  1. customwas sealed in vacuo in a Pyrex ampoule
  2. temperaturewas heated at 105° for 119 h
  3. customto give
  4. customafter solvent removal
  5. customa residue (2.87 g) which was crushed
  6. filtrationfiltered
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-29954a125b1a4fafb38085c458a2a304
Source dataset
uspto-grants-1985_06
Patent number
US04524152

Reaction notes

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