Ammonium → HCID 59511804, compound

HRID 1157478Notes

Reaction equation

HRID 1157478 reaction equation
F[B-](F)(F)F.[O:6]=[C:7]1[C:16]2[O+]=[C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:13]=[C:12]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:11]=2[CH2:10][CH2:9][CH2:8]1.[NH4+:29]>O>[C:17]1([C:14]2[CH:13]=[C:12]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:11]3[CH2:10][CH2:9][CH2:8][C:7](=[O:6])[C:16]=3[N:29]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 223AmmoniumHCID 86623295HCID 86623295, compound

Product 1

HCID 59511804HCID 59511804, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

12.44 g of 5,6,7,8-tetrahydro-8-oxo-2,4-diphenyl-1-benzopyryliumtetrafluoroborate (32 mmol) is suspended in 80 ml of distilled water and a solution of 25 g of ammonium carbaminate (320 mmol) in 200 ml of distilled water is added with stirring. After stirring at room temperature for 24 h, the solution is extracted by suction via a nutsche, washed with distilled water and dried by suction. The cream-coloured powder is washed in portions with diethyl ether and dried at 50° C. in a vacuum drying cabinet to constant weight: 8.39 g of ivory-coloured product (87.5%) with a melting point of 177-178° C. (decomposition). IR (ATR): The CO valence vibration band can be seen at 1700 cm−1. 1H-NMR (500 MHz, CDCl3): δ=8.09 (d, 2H, o-H of 2-phenyl), 7.79 (s, 1H, H3), 7.56-7.33 (m, 8H, arom. H), 2.92 (t, 2H, J=5.75 Hz), 2.83 (t, 2H, J =6.56 Hz), 2.10 (p, 2H, J=5.75 Hz, J=6.56 Hz).

Workup

  1. stirringAfter stirring at room temperature for 24 h
  2. extractionthe solution is extracted by suction via a nutsche
  3. washwashed with distilled water
  4. customdried by suction
  5. washThe cream-coloured powder is washed in portions with diethyl ether
  6. customdried at 50° C. in a vacuum
  7. customdrying cabinet to constant weight

Sources & evidence

ORD record
ord-37ffdcc755eb4fd69d713b83ee535fb2
Source dataset
uspto-grants-2010_10
Patent number
US07807687B2

Reaction notes

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