Sarcosine → HCID 20487136, compound

HRID 851640Notes

Reaction equation

HRID 851640 reaction equation
[I:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[NH:12][C:11](=[O:13])O[C:8](=[O:9])[C:7]=12.[NH:14]([CH2:16]C(O)=O)[CH3:15]>CC(N(C)C)=O>[I:1][C:2]1[C:7]2[C:8](=[O:9])[N:14]([CH3:16])[CH2:15][C:11](=[O:13])[NH:12][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 1088SarcosineHCID 106848156-(Iodo)isatoic anhydride

Product 1

HCID 20487136HCID 20487136, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A mixture of 8.7 g (0.03 mol) of 6-iodoisatoic acid anhydride, 3.2 g (0.036 mol) of sarcosine and 25 ml of dimethylacetamide is heated to boiling under reflux for 1 hour. After cooling and dilution with water, the mixture is extracted with chloroform. The chloroform extracts are dried and evaporated. After recrystallization of the crude product from methylene chloride/ether, there is obtained 3,4-dihydro-6-iodo-4-methyl-2H-1,4-benzodiazepine-2,5(1H)-dione of melting point 214°-217°.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 1 hour
  3. temperatureAfter cooling
  4. extractiondilution with water, the mixture is extracted with chloroform
  5. dry with materialThe chloroform extracts are dried
  6. customevaporated
  7. customAfter recrystallization of the crude product from methylene chloride/ether

Sources & evidence

ORD record
ord-79d4fc6a4d324ff2a008bd604a58d3ae
Source dataset
uspto-grants-1983_05
Patent number
US04386028

Reaction notes

Loading…