Ammonia → HCID 479082, compound

HRID 1395418Notes

Reaction equation

HRID 1395418 reaction equation
C([NH:4][C:5]1[C:10]([CH2:11][C:12]2[CH:21]=[C:20]([O:22][CH3:23])[C:15]([C:16](O)([CH3:18])[CH3:17])=[C:14]([O:24][CH3:25])[CH:13]=2)=[CH:9][N:8]=[C:7]([NH2:26])[N:6]=1)(=O)C.Cl.N>>[NH2:26][C:7]1[N:6]=[C:5]([NH2:4])[C:10]([CH2:11][C:12]2[CH:13]=[C:14]([O:24][CH3:25])[C:15]([C:16]([CH3:18])=[CH2:17])=[C:20]([O:22][CH3:23])[CH:21]=2)=[CH:9][N:8]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 21568258HCID 21568258, compound

Product 1

HCID 479082HCID 479082, compound

Procedure

A solution of 5.0 mg. of 4-[(4-acetylamino-2-amino-5-pyrimidyl)-methyl]-2,6-dimethoxy-α,α-dimethylbenzyl alcohol was warmed under reflux for 1 hour in 1 ml. of concentrated hydrochloric acid. After cooling, the mixture was adjusted to pH 10 with concentrated aqueous ammonia and extracted three times with 2 ml. of ethyl acetate each time. The extract was dried and evaporated. The residue yielded, after recrystallization from methanol, 3.2 mg. of 2,4-diamino-5-(4-isopropenyl-3,5-dimethoxybenzyl)-pyrimidine, having a melting point of 228°-229° C.

Workup

  1. temperatureunder reflux for 1 hour in 1 ml
  2. temperatureAfter cooling
  3. extractionextracted three times with 2 ml
  4. customThe extract was dried
  5. customevaporated
  6. customThe residue yielded
  7. customafter recrystallization from methanol, 3.2 mg

Sources & evidence

ORD record
ord-c11afcfe4bc8460c9fce3e4913ed1d22
Source dataset
uspto-grants-1980_05
Patent number
US04203980

Reaction notes

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