Ammonia → HCID 21546404, compound

HRID 1606336Notes

Reaction equation

HRID 1606336 reaction equation
[NH3:1].C([O:4][C:5]([C:7]1[O:8][C:9]2[C:17]([CH2:18][CH:19]=[CH2:20])=[CH:16][CH:15]=[C:14]([O:21][CH2:22][CH:23]3[O:27][CH2:26][CH2:25][CH2:24]3)[C:10]=2[C:11](=[O:13])[CH:12]=1)=O)C>C(O)C>[CH2:18]([C:17]1[C:9]2[O:8][C:7]([C:5]([NH2:1])=[O:4])=[CH:12][C:11](=[O:13])[C:10]=2[C:14]([O:21][CH2:22][CH:23]2[O:27][CH2:26][CH2:25][CH2:24]2)=[CH:15][CH:16]=1)[CH:19]=[CH2:20]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 54169725HCID 54169725, compound

Product 1

HCID 21546404HCID 21546404, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

Anhydrous ammonia gas was passed through a stirred solution of 38.4 parts of 8-allyl-5-tetrahydrofurfuryloxy-4-oxo-4H-1-benzopyran-2-carboxylic acid ethyl ester in 600 parts of anhydrous ethanol at 45° C for 3 hours. The resulting dark, reddish brown solution was cooled to 0° C. A white crystalline solid was formed, which was collected and dried in vacuo. 24.7 Parts of 8-allyl-5-tetrahydrofurfuryloxy-4-oxo-4H-1-benzopyran-2-carboxamide were obtained, melting point 211.5°-213.5° C.

Workup

  1. customA white crystalline solid was formed
  2. customwhich was collected
  3. customdried in vacuo

Sources & evidence

ORD record
ord-bcd278c3a12845cf994659cf6841cb56
Source dataset
uspto-grants-1976_04
Patent number
US03952104

Reaction notes

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