Ammonia → HCID 9857516, compound

HRID 2229438Notes

Reaction equation

HRID 2229438 reaction equation
N.[CH3:2][N:3]([CH2:5][C:6]1([C:21]2([OH:27])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)[C:16]2[CH:15]=[C:14]3[C:10]([CH2:11][CH2:12][N:13]3S(C)(=O)=O)=[CH:9][C:8]=2[CH2:7]1)[CH3:4].[Na].[Cl-].[NH4+]>O1CCCC1>[CH3:4][N:3]([CH2:5][C:6]1([C:21]2([OH:27])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)[C:16]2[CH:15]=[C:14]3[C:10]([CH2:11][CH2:12][NH:13]3)=[CH:9][C:8]=2[CH2:7]1)[CH3:2]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 22714699HCID 22714699, compound

Product 1

HCID 9857516HCID 9857516, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-50 °C

Procedure

40 ml of liquid ammonia are introduced into a three-necked flask, followed by 380 mg of the product obtained in Step C dissolved in 10 ml of tetrahydrofuran. The mixture is cooled to −50° C. and 100 mg of sodium are introduced in several portions into the reaction mixture. After 15 minutes' contact, 430 mg of powdered ammonium chloride are introduced in fractions. The reaction mixture is left to return to room temperature. After removal of all the ammonia by evaporation, the residue is taken up in water, extracted with ether, dried and concentrated to obtain the expected product.

Workup

  1. waitThe reaction mixture is left
  2. customto return to room temperature
  3. customAfter removal of all the ammonia
  4. customby evaporation
  5. extractionextracted with ether
  6. customdried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-154775c67fd249bb801c58b95364a23b
Source dataset
uspto-grants-2002_07
Patent number
US06420413B2

Reaction notes

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