Ammonia → HCID 53635503, compound

HRID 232363Notes

Reaction equation

HRID 232363 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][C:12]([NH:14][CH2:15][C@H:16]1[O:20][C@@H:19]([N:21]2[CH:28]=[C:27]([CH2:29][CH3:30])[C:25](=[O:26])[NH:24][C:22]2=[O:23])[CH2:18][C@@H:17]1[O:31]C(=O)C)=[O:13])(=[O:3])[CH3:2].N>CO>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][C:12]([NH:14][CH2:15][C@H:16]1[O:20][C@@H:19]([N:21]2[CH:28]=[C:27]([CH2:29][CH3:30])[C:25](=[O:26])[NH:24][C:22]2=[O:23])[CH2:18][C@@H:17]1[OH:31])=[O:13])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 18633405HCID 18633405, compound

Product 1

HCID 53635503HCID 53635503, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 0.2 g of 5'-[2-(2-acetamidophenyl)acetamido]-3'-O-acetyl-2',5'-dideoxy-5-ethyluridine in 20 ml of methanol was treated with 20 ml of methanol saturated with ammonia. The mixture was left to stand at room temperature for 17 hours. A white solid separated and was collected by filtration, washed twice with 5 ml of ethanol each time and twice with 5 ml of diethyl ether each time and subsequently dried to give 5'-[2-(2-acetamidophenyl)acetamido]-2',5'-dideoxy-5-ethyluridine of melting point 266°-267° C.

Workup

  1. waitThe mixture was left
  2. customA white solid separated
  3. filtrationwas collected by filtration
  4. washwashed twice with 5 ml of ethanol each time
  5. dry with materialtwice with 5 ml of diethyl ether each time and subsequently dried

Sources & evidence

ORD record
ord-9f5148fe56084f85a34869d85920c594
Source dataset
uspto-grants-1989_07
Patent number
US04851519

Reaction notes

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