Benzenemethanamine, 3-chloro- → HCID 178471671, compound

HRID 1876016Notes

Reaction equation

HRID 1876016 reaction equation
[CH2:1]([O:3][CH:4]([O:9][CH2:10][CH3:11])[C:5](=[NH:8])OC)[CH3:2].[Cl:12][C:13]1[CH:14]=[C:15]([CH2:19][NH2:20])[CH:16]=[CH:17][CH:18]=1>CO>[Cl:12][C:13]1[CH:14]=[C:15]([CH:16]=[CH:17][CH:18]=1)[CH2:19][NH:20][C:5](=[NH:8])[CH:4]([O:3][CH2:1][CH3:2])[O:9][CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 77802Benzenemethanamine, 3-chloro-HCID 17874536Methyl 2,2-diethoxyethanecarboximidate

Product 1

HCID 178471671HCID 178471671, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

In a nitrogen-flushed sealed tube was placed methyl 2,2-diethoxyacetimidate (2 g, 12.41 mmol) in methanol (6 mL) and (3-chlorophenyl)methanamine (1.444 mL, 11.82 mmol). The tube was capped and heated to 70° C. After 18 hours, the reaction was cooled to room temperature and the reaction was concentrated to yield N-(3-chlorobenzyl)-2,2-diethoxyacetimidamidea (2.3 grams, 8.5 mmol, 71%) as a yellow oil.

Workup

  1. customIn a nitrogen-flushed
  2. customsealed tube
  3. customThe tube was capped
  4. temperaturethe reaction was cooled to room temperature
  5. concentrationthe reaction was concentrated
  6. customto yield N-(3-chlorobenzyl)-2,2-diethoxyacetimidamidea (2.3 grams, 8.5 mmol, 71%) as a yellow oil

Sources & evidence

ORD record
ord-e1905f7225d8417fa101dac39a53cfa9
Source dataset
uspto-grants-2012_11
Patent number
US08309577B2

Reaction notes

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