Ethyl isocyanatoacetate → HCID 59571598, compound

HRID 1753975Notes

Reaction equation

HRID 1753975 reaction equation
CO[CH:3](OC)[CH2:4][NH:5][C:6]([NH:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:7].N(CC(OCC)=O)=C=O.COC(OC)CN>C(Cl)Cl>[O:7]=[C:6]1[NH:5][CH:4]=[CH:3][N:8]1[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11]

Participants

5

Reactant 3

HCID 76283Ethyl isocyanatoacetateHCID 89728Aminoacetaldehyde dimethyl acetalHCID 86660454HCID 86660454, compound

Product 1

HCID 59571598HCID 59571598, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl N-{[(2,2-dimethoxyethyl)amino]carbonyl}glycinate To a solution of ethyl isocyanatoacetate (8.84 mL, 77 mmol) in CH2Cl2 (100 mL) at 0° C. was added aminoacetaldehyde dimethyl acetal (8.86 mL, 81 mmol) over a period of 10 min. The mixture was further stirred for 30 min, quenched with water. The CH2Cl2 layer was separated, washed with water, dried (Na2SO4) and concentrated to give the crude title compound as an oil.

Workup

  1. customquenched with water
  2. customThe CH2Cl2 layer was separated
  3. washwashed with water
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-96488ba02b0a4251b9b969b29eb3d530
Source dataset
uspto-grants-2015_10
Patent number
US09168248B2

Reaction notes

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