Phosphinic Acid → HCID 194958, compound

HRID 1639285Notes

Reaction equation

HRID 1639285 reaction equation
N[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][NH:10][C:11](=O)[CH2:12][CH2:13][CH2:14][CH2:15][C:16]([NH:18][CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([O:27]C)=[C:23]([O:29]C)[C:22]=2[CH2:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([O:39]C)[CH:34]=2)=O)=[CH:4][CH:3]=1.[PH2](O)=O>Br>[OH:39][C:35]1[CH:34]=[C:33]([CH2:32][CH2:31][C:22]2[C:21]([CH2:20][CH2:19][NH:18][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][NH:10][CH2:9][CH2:8][C:5]3[CH:4]=[CH:3][CH:2]=[CH:7][CH:6]=3)=[CH:26][CH:25]=[C:24]([OH:27])[C:23]=2[OH:29])[CH:38]=[CH:37][CH:36]=1

Participants

4

Reactant 2

HCID 4124402Phosphinic AcidHCID 23043978HCID 23043978, compound

Product 1

HCID 194958HCID 194958, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

A solution of the diamine Intermediate 10 (a) (1.4 g) in 48% aqueous hydrobromic acid (20 ml) containing hypophosphorous acid (0.1 ml) was heated at reflux temperature for 3 hours under an atmosphere of nitrogen. The solution was evaporated to dryness and the residue treated with ethyl acetate. The dihydrobromide salt of the title compound (1.3 g) was filtered off as a beige solid and dried at 80° under vacuum, mp 167°-170°.

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 3 hours under an atmosphere of nitrogen
  3. customThe solution was evaporated to dryness
  4. additionthe residue treated with ethyl acetate
  5. filtrationThe dihydrobromide salt of the title compound (1.3 g) was filtered off as a beige solid
  6. customdried at 80° under vacuum, mp 167°-170°

Sources & evidence

ORD record
ord-459c232a109a4bb780a8ba646dc5ba55
Source dataset
uspto-grants-1989_11
Patent number
US04883804

Reaction notes

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