Ammonia → HCID 20450711, compound

HRID 1463018Notes

Reaction equation

HRID 1463018 reaction equation
[CH2:1]([CH:6]1[O:11][C:10]2[CH:12]=[CH:13][C:14]([C:16]([OH:18])=O)=[CH:15][C:9]=2[CH2:8][O:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].C(Cl)(Cl)Cl.ClC(OCC)=O.[NH3:29]>C(N(CC)CC)C>[CH2:1]([CH:6]1[O:11][C:10]2[CH:12]=[CH:13][C:14]([C:16]([NH2:29])=[O:18])=[CH:15][C:9]=2[CH2:8][O:7]1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 6212ChloroformHCID 10928Ethyl chloroformateHCID 20450693HCID 20450693, compound

Product 1

HCID 20450711HCID 20450711, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 3.0 g of 2-pentyl-1,3-benzodioxan-6-carboxylic acid (prepared in accordance with Example 12), 60 ml of chloroform and 2.2 ml of triethylamine is cooled to 0° C. 1.5 ml of ethyl chloroformate are added dropwise while stirring. The mixture is stirred at 0° C. for 1 hour and then ammonia gas is conducted in. The mixture is stirred at room temperature for 5 hours and then evaporated. The residue is stirred up with 100 ml of water and the suspension is suction filtered. The material on the suction filter is dried and boiled up with hexane. There is obtained 2-pentyl-1,3-benzodioxan-6-carboxamide as a beige powder; m.p. 162.5°-163° C.

Workup

  1. stirringThe mixture is stirred at 0° C. for 1 hour
  2. stirringThe mixture is stirred at room temperature for 5 hours
  3. customevaporated
  4. stirringThe residue is stirred up with 100 ml of water
  5. filtrationsuction filtered
  6. filtrationThe material on the suction filter
  7. customis dried

Sources & evidence

ORD record
ord-91eced30cbeb4dc5b560d6232946ce3e
Source dataset
uspto-grants-1984_07
Patent number
US04462923

Reaction notes

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