Hydrochloric Acid → HCID 178472558, compound

HRID 1284046Notes

Reaction equation

HRID 1284046 reaction equation
[N:1]#[N:2].[S:3]([NH:19][C@H:20]([C:28]([OH:30])=[O:29])[CH2:21][CH2:22][CH2:23][NH:24][C:25](=[NH:27])[NH2:26])([C:6]1[C:18]2[CH:17]=[CH:16][CH:15]=[C:11]([N:12]([CH3:14])[CH3:13])[C:10]=2[CH:9]=[CH:8][CH:7]=1)(=[O:5])=[O:4].[ClH:31].[CH2:32](O)[CH3:33]>>[N:1]#[N:2].[ClH:31].[ClH:31].[CH2:32]([O:29][C:28](=[O:30])[C@H:20]([CH2:21][CH2:22][CH2:23][NH:24][C:25](=[NH:26])[NH2:27])[NH:19][S:3]([C:6]1[C:18]2[CH:17]=[CH:16][CH:15]=[C:11]([N:12]([CH3:13])[CH3:14])[C:10]=2[CH:9]=[CH:8][CH:7]=1)(=[O:4])=[O:5])[CH3:33]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 178482655HCID 178482655, compound

Product 1

HCID 178472558HCID 178472558, compoundYield 95%

Procedure

A suspension of 1.0 gram of N2 -dansyl-L-arginine in 15 ml of anhydrous ethanol was saturated with dry hydrogen chloride for 1 hour. The reaction mixture was reflexed for an additional 1 hour. After cooling, the reaction mixture was concentrated in vacuo. The residue was triturated with cold ethyl ether to give a crystalline product. After crystallization from ethanol-ethyl ether, N2 -dansyl-L-arginine ethyl ester dihydrochloride was obtained in 95% yield; mp. 140°-144°C.

Workup

  1. temperatureAfter cooling
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. customThe residue was triturated with cold ethyl ether
  4. customto give a crystalline product
  5. customAfter crystallization from ethanol-ethyl ether

Sources & evidence

ORD record
ord-42f28730075e41a1b673a0d3766be950
Source dataset
uspto-grants-1976_08
Patent number
US03978045

Reaction notes

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