Ammonia → HCID 178507183, compound

HRID 236005Notes

Reaction equation

HRID 236005 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:17]3[C:13]([N:14]=[CH:15][N:16]=3)=[C:12](SC)[N:11]3[CH2:20][CH2:21][N:22]=[C:10]23)=[CH:4][CH:3]=1.[NH3:23]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:17]3[NH:16][CH:15]=[N:14][C:13]=3[C:12](=[NH:23])[N:11]3[CH2:20][CH2:21][N:22]=[C:10]23)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 12683887HCID 12683887, compound

Product 1

HCID 178507183HCID 178507183, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product of Procedure 76, 2.26 g. is suspended in a solution of about 6 g. of ammonia in 100 ml. of ethanol. Further anhydrous ammonia was added to yield a substantially saturated solution. The mixture was then placed in a pressure apparatus and heated at 100° overnight with agitation. The container was cooled to room temperature, opened, and the supernatent liquid decanted from the yellow solid. The precipitated solid and the residue obtained on evaporation of the supernatant liquid proved to be identical by infrared and thin-layer chromatography. They were combined and recrystallized from DMF, recovered as the hydrate containing 1/4 mole water of hydration, m.p. 296°-299°.

Workup

  1. customto yield a substantially saturated solution
  2. temperatureheated at 100° overnight with agitation
  3. customthe supernatent liquid decanted from the yellow solid
  4. customThe precipitated solid and the residue obtained on evaporation of the supernatant liquid
  5. customrecrystallized from DMF

Sources & evidence

ORD record
ord-a6212e6a8c254aaeb15ef910fb1077a9
Source dataset
uspto-grants-1987_02
Patent number
US04642345

Reaction notes

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