Ethyl isocyanate → HCID 714468, compound

HRID 1699870Notes

Reaction equation

HRID 1699870 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([C:12]([O:14][CH3:15])=[O:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=O.[CH2:16]([N:18]=[C:19]=[O:20])[CH3:17].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH2:16]([N:18]1[C:4](=[O:6])[C:3]2[C:2](=[CH:11][C:10]([C:12]([O:14][CH3:15])=[O:13])=[CH:9][CH:8]=2)[NH:1][C:19]1=[O:20])[CH3:17]

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 79336Dimethyl aminoterephthalate

Product 1

HCID 714468HCID 714468, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of dimethyl 2-aminoterephthalate (4.18 g), ethyl isocyanate (2.58 ml) and triethylamine (1.0 ml) in toluene (20 ml) was heated at 70° C. for 15 hr. After concentration, methanol (50 ml) and concentrated hydrochloric acid (10 ml) was added and the mixture was stirred at room temperature for 5 hr. After concentration, the residue was washed with water (50 ml) and methanol (50 ml) and dried to give the object compound (2.23 g).

Workup

  1. concentrationAfter concentration, methanol (50 ml) and concentrated hydrochloric acid (10 ml)
  2. additionwas added
  3. concentrationAfter concentration
  4. washthe residue was washed with water (50 ml) and methanol (50 ml)
  5. customdried

Sources & evidence

ORD record
ord-5100668a3408404fa457d7871465dbc2
Source dataset
uspto-grants-2002_02
Patent number
US06348474B1

Reaction notes

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