Dodecanoyl chloride → HCID 178443307, compound

HRID 2236137Notes

Reaction equation

HRID 2236137 reaction equation
[C:1](Cl)(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[NH2:15][CH:16]([CH2:20][CH2:21][CH2:22][NH:23][C:24]([NH2:26])=[NH:25])[C:17]([O-:19])=[O:18].[NH4+]>>[C:1]([O:18][C:17](=[O:19])[CH:16]([NH2:15])[CH2:20][CH2:21][CH2:22][NH:23][C:24]([NH2:26])=[NH:25])(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 8166Dodecanoyl chloride2×HCID 178512964HCID 178512964, compound

Product 1

HCID 178443307HCID 178443307, compound

Procedure

Finally, in a dry 2-necked, round bottomed flask, fixed with a separatory funnel, containing 15.31 g (70 mmol) of the prepared dodecanoyl chloride, and side arm water condenser fixed with a dry receiving flask, is placed 16.06 g (84 mmol) of ammonium 2-amino-5-guanidinopentanoate. The round bottomed flask is placed in an ice bath and the dodecanoyl chloride 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 2-amino-5-guanidinopentanoic dodecanoic 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-0c39d52a62374937a0f586cd63e7b2c6
Source dataset
uspto-grants-2010_05
Patent number
US07714154B2

Reaction notes

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