Thionyl Chloride → HCID 86751446, compound

HRID 1490086Notes

Reaction equation

HRID 1490086 reaction equation
FC(F)(F)C(O)=O.[NH2:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:27][C:28]([OH:30])=O)[C:13]([NH:15][CH:16]([C:23]([O:25][CH3:26])=[O:24])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14].S(Cl)([Cl:33])=O>CO>[ClH:33].[NH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:27][C:28](=[O:30])[N:15]([CH:16]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:23]([O:25][CH3:26])=[O:24])[C:13]1=[O:14]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 67709598HCID 67709598, compound

Product 1

HCID 86751446HCID 86751446, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

2.9 g (9 mmol) of (1-(3-aminopropyl)-3-(methoxycarbonylphenylmethyl)ureido)acetic acid trifluoroacetate are dissolved in 50 ml of methanol. After cooling down to 0° C., 1.34 g (11 mmol) of thionyl chloride are slowly added dropwise. The mixture is allowed to warm up to room temperature, then stirred overnight, concentrated and crystallized by adding ethyl acetate and methanol.

Workup

  1. temperatureto warm up to room temperature
  2. concentrationconcentrated
  3. customcrystallized
  4. additionby adding ethyl acetate and methanol

Sources & evidence

ORD record
ord-e46e46b56ba8417d9aa6e9d5861146f8
Source dataset
uspto-grants-1997_10
Patent number
US05681838

Reaction notes

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