Dimethylcarbamoyl Chloride → HCID 86652109, compound

HRID 1912216Notes

Reaction equation

HRID 1912216 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C@H:4]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[NH2:5].C(N(CC)CC)C.[CH3:22][N:23]([CH3:27])[C:24]([Cl:26])=[O:25]>O1CCOCC1>[CH3:22][N:23]([CH3:27])[C:24]([Cl:26])=[O:25].[CH3:1][O:2][C:3](=[O:14])[C@H:4]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([OH:13])=[CH:11][CH:12]=1)[NH2:5]

Participants

5

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 70652Tyrosine Methyl Ester

Product 1

HCID 86652109HCID 86652109, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

9.07 g (46.5 mmol) of tyrosine methyl ester and 50 mL dioxane were weighed out into a 250 mL two-necked flask. Then first 4.55 g (45.0 mmol) triethylamine and then 5.0 g (46.5 mmol) of N,N-dimethylcarbamoyl chloride were added. After the exothermic evolution of heat subsided, the mixture was stirred for 2 h at 70° C., where a yellowish, increasingly difficultly stirrable suspension slowly formed.

Workup

  1. temperatureAfter the exothermic evolution of heat
  2. temperaturewhere a yellowish, increasingly difficultly stirrable suspension
  3. customslowly formed

Sources & evidence

ORD record
ord-39623041a0a24f3290f8c97cca917798
Source dataset
uspto-grants-2013_12
Patent number
US08608899B2

Reaction notes

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