## Abstract C^14^‐labelled O,N‐dimethylhydroxyurethane is synthesized from C^14^‐labelled dimethylsulfate and N‐hydroxy‐urethane. It is further converted without purification into O,N‐^14^‐C‐dimethyl‐hydroxylammoniumchloride, which was then nitrosated with sodiumnitrite in acidic medium to give N‐N
The synthesis of 32P and 14C-labelled o,S-dimethyl phosphoroamidothioate
✍ Scribed by J. A. Lubkowitz; D. F. Horler; J. Baruel
- Publisher
- John Wiley and Sons
- Year
- 1974
- Tongue
- French
- Weight
- 263 KB
- Volume
- 10
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
O,S‐Dimethyl phosphoroamidothioate has been synthesized with ^32^P and with ^14^C in the methoxy and the S‐methyl group. Phosphorus trichloride was reacted with sulfur giving phosphorrus thiochloride. The latter was reacted with methanol in the presence of acridine and calcium oxide yielding O‐methyl phosphorodichloridothioate. Isomerization at 100°C gave S‐methyl phosphorodichloridothioate. Finally, treatment with methanol and ammonia gave O,S‐dimethyl phosphoroamidothioate. ^32^P‐labelled phosphorus trichloride and ^14^C‐methanol were appropriately introduced to yield the desired compound.
The intermediates and final product were characterized by NMR, mass spectra and TLC. Products were purified by solvent partition (S‐methyl labelled) and anion exchange chromatography (^32^P‐labelled). Radiochemical purity was determined by TLC. Liquid Scintillation counting was used to determine specific activities. The ^32^P‐labelled compound had a specific activity of 163 μCi/mM while the ^14^C‐methoxy and S‐methyl compounds had specific activities of 86 and 68 μCi/mM respectively.
📜 SIMILAR VOLUMES
## Abstract A six step synthesis of dimethyl([^14^C]methylene)ammonium iodide (Eschenmoser's salt) is described. Sodium [2‐^14^C]acetate was used as the starting material. The overall yield of the final product was 30% with specific activity 8 mCi/mol.
## Abstract [2‐^14^C]Methylglyoxal and S‐D‐[2‐^14^C]lactoylglutathione were synthesised from [2‐^14^C]acetone. Acetone was oxidised to methylglyoxal by selenium dioxide and was purified by distillation (yield: 23% based on acetone). Methylglyoxal was converted to S‐D‐lactoylglutathione by reaction
## Abstract Carbonyl sulfide (COS) was prepared by a replacement reaction from potassium thiocyanate (KSCN) in 50% sulfuric acid. ^14^C‐COS or ^35^S‐COS can be prepared by the same method, depending on the position of the label in the starting KSCN. The yield of the final product is in excess of 60