Hexanoyl bromide → HCID 23321657, compound

HRID 1788313Notes

Reaction equation

HRID 1788313 reaction equation
[C:1](Br)(=[O:7])[CH2:2]CCCC.[CH3:9][N:10]([CH2:14][C:15]([O-:17])=[O:16])[C:11]([NH2:13])=[NH:12].[Na+]>>[CH3:9][N:10]([CH2:14][C:15]([O:17][C:1](=[O:7])[CH2:2][N:10]([CH3:9])[C:11]([NH2:13])=[NH:12])=[O:16])[C:11]([NH2:13])=[NH:12]

Participants

3

Reactant 2

HCID 13226800Hexanoyl bromide2×HCID 23697890HCID 23697890, compound

Product 1

HCID 23321657HCID 23321657, compound

Procedure

Finally, in a dry 2-necked, round bottomed flask, fixed with a separatory funnel, containing 10.81 g (60 mmol) of the prepared hexanoyl bromide, and side arm water condenser fixed with a dry receiving flask, is placed 13.18 g (72 mmol) of sodium 2-(1-methylguanidino)acetate. The round bottomed flask is placed in an ice bath and the hexanoyl bromide is added drop wise. After addition is completed the mixture is shaken and the ice bath is replaced by a heating mantle. The flask is then heated until no more solution is dropping into the receiving flask. This crude distillate is then further fractionally distilled to yield hexanoic 2-(1-methylguanidino)acetic anhydride.

Workup

  1. customFinally, in a dry 2-necked, round bottomed flask, fixed with a separatory funnel
  2. customThe round bottomed flask is placed in an ice bath
  3. additionAfter addition
  4. temperatureThe flask is then heated until no more solution
  5. distillationThis crude distillate is then further fractionally distilled

Sources & evidence

ORD record
ord-8e672e2d6a704bb4adf23380a4afb362
Source dataset
uspto-grants-2009_03
Patent number
US07511164B2

Reaction notes

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