Sarcosine → HCID 20487136, compound

HRID 223189Notes

Reaction equation

HRID 223189 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-b7eec6d3a62442439192ccb2b3ddb1fe
Source dataset
uspto-grants-1982_10
Patent number
US04352817

Reaction notes

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