2-Amino-2-methyl-1-propanol → Methyl 4-(3-[1,1-dimethyl-2-hydroxy-ethyl]ureido)-3-methyl-benzoate

HRID 2094313Notes

Reaction equation

HRID 2094313 reaction equation
[N:1]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][C:5]=1[CH3:14])=[C:2]=[O:3].[NH2:15][C:16]([CH3:20])([CH3:19])[CH2:17][OH:18]>C1COCC1>[CH3:19][C:16]([NH:15][C:2](=[O:3])[NH:1][C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][C:5]=1[CH3:14])([CH3:20])[CH2:17][OH:18]

Participants

4

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 86069399Methyl 4-isocyanato-3-methylbenzoate

Product 1

HCID 67048374Methyl 4-(3-[1,1-dimethyl-2-hydroxy-ethyl]ureido)-3-methyl-benzoate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

5.70 g (29.8 mmol) methyl 4-isocyanato-3-methyl-benzoate are dissolved in 100 ml THF and a solution of 2.86 ml (30.0 mmol) 2-amino-2-methyl-propan-1-ol in 25 ml THF is added dropwise. The mixture is stirred for 2 hours at ambient temperature and then evaporated down i. vac. The residue is further reacted without any more purification.

Workup

  1. customevaporated down i
  2. customThe residue is further reacted without any more purification

Sources & evidence

ORD record
ord-ed4ce012dde1492c963a024280994431
Source dataset
uspto-grants-2013_05
Patent number
US08445525B2

Reaction notes

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