Ammonia → Trimetrexate

HRID 850323Notes

Reaction equation

HRID 850323 reaction equation
C(O)CCC.[CH3:6][C:7]1[C:12]2[C:13]([NH2:18])=[N:14][C:15]([NH2:17])=[N:16][C:11]=2[CH:10]=[CH:9][C:8]=1[CH2:19][NH:20][C:21]1[CH:26]=[C:25]([O:27][CH3:28])[C:24]([O:29][CH3:30])=[C:23]([O:31][CH3:32])[CH:22]=1.C([O-])(=O)C.S(S([O-])=O)([O-])(=O)=O.[Na+].[Na+].N>O>[CH3:6][C:7]1[C:12]2[C:13]([NH2:18])=[N:14][C:15]([NH2:17])=[N:16][C:11]=2[CH:10]=[CH:9][C:8]=1[CH2:19][NH:20][C:21]1[CH:26]=[C:25]([O:27][CH3:28])[C:24]([O:29][CH3:30])=[C:23]([O:31][CH3:32])[CH:22]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 2631-ButanolHCID 656671Sodium PyrosulfiteHCID 86755089HCID 86755089, compound

Product 1

HCID 5583Trimetrexate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The reactor is charged with 41.5 L of n-butanol and 10.4 L of deionized water. 6.3 kg of crude trimetrexate acetate is then added. Then, 3 g of sodium metabisulfite, 0.65 L of ammonia, 1 kg of tonsil and 1 kg of Supercel are added.

Sources & evidence

ORD record
ord-e6b671a7c6ff4122a33c0fcb772448ff
Source dataset
uspto-grants-2000_01
Patent number
US06017922

Reaction notes

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