Water → HCID 20290071, compound

HRID 1413647Notes

Reaction equation

HRID 1413647 reaction equation
[Na][Na].[P:3]([CH2:7][NH:8][CH2:9][C:10]([OH:12])=[O:11])([OH:6])([OH:5])=[O:4].[CH:13]1[C:18]([C:19]([C:21]2[CH:26]=[CH:25][C:24]3[C:27]([O:29][C:30](=[O:31])[C:23]=3[CH:22]=2)=[O:28])=[O:20])=[CH:17][C:16]2[C:32]([O:34][C:35](=[O:36])[C:15]=2[CH:14]=1)=[O:33].[OH2:37]>>[C:30]([C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][C:24]=1[C:27]([OH:37])=[O:28])[C:19]([C:18]1[CH:17]=[C:16]([C:32]([N:8]([CH2:9][C:10]([OH:12])=[O:11])[CH2:7][P:3]([OH:6])([OH:5])=[O:4])=[O:33])[C:15](=[CH:14][CH:13]=1)[C:35]([OH:34])=[O:36])=[O:20])([OH:29])=[O:31]

Participants

5

Reactant 4

HCID 962WaterHCID 3496GlyphosateHCID 754984,4'-Carbonyldiphthalic anhydrideHCID 141233Disodium

Product 1

HCID 20290071HCID 20290071, compound

Procedure

To a 0.02 mole portion of the disodium salt of N-phosphonomethylglycine, prepared as described in previous examples, there is added 3.2 grams (0.01 mole) of 3,3',4,4'-benzophenonetetracarboxylic dianhydride. A pH of about 8 is maintained with periodic additions of alkali, and further anhydride, in 3.2 grams and 1.0 gram portions, are added to complete the reaction. The reaction mixture is diluted with water and passed through a column of ion exchange resin in the acid form. The second and third 20 ml. cuts are combined and dried to yield 4-(3',4-dicarboxybenzoyl)-N-carboxymethyl-N-(phosphonomethyl)phthalamic acid (in the monohydrate form) as a tan glass. Elemental analysis gives 44.18% carbon, 3.47% hydrogen, 2.77% nitrogen and 6.12% phosphorus as against calculated values of 45.55%, 3.44%, 2.66% and 5.87% for C20H16NO13P.H2O. ##STR22##

Workup

  1. additionin 3.2 grams and 1.0 gram portions, are added
  2. customthe reaction
  3. customdried

Sources & evidence

ORD record
ord-2aa5e9fae85444358564f9e00242225b
Source dataset
uspto-grants-1981_02
Patent number
US04251257

Reaction notes

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