Sulfuric Acid → HCID 178420095, compound

HRID 1658267Notes

Reaction equation

HRID 1658267 reaction equation
[NH:1]1[CH2:5][CH2:4][N:3]=[C:2]1[NH:6][CH2:7][CH2:8][CH:9](O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.S(=O)(=O)(O)O.[OH-].[Na+]>>[C:10]1([CH:9]2[N:3]3[CH2:4][CH2:5][N:1]=[C:2]3[NH:6][CH2:7][CH2:8]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 21510112HCID 21510112, compound

Product 1

HCID 178420095HCID 178420095, compound

Procedure

A mixture of 8 parts of α-{2-[N-(2-imidazolin-2-yl)amino]ethyl} benzylalcohol from the preceding step and 36 parts of sulfuric acid 80% is stirred for 3 hours at room temperature. The reaction mixture is poured onto crushed ice and the resulting solution is allowed to stand overnight at room temperature. It is then alkalized with sodium hydroxide solution and the product is extracted with toluene. The extract is dried, filtered and evaporated. The residue is triturated in acetone. The solid product is filtered off and crystallized from acetone, yielding 2,3,5,6,7,8-hexahydro-5-phenylimidazo[1,2-a]pyrimidine; m.p. 145.5°C.

Workup

  1. additionThe reaction mixture is poured
  2. customonto crushed ice
  3. waitto stand overnight at room temperature
  4. extractionthe product is extracted with toluene
  5. customThe extract is dried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue is triturated in acetone
  9. filtrationThe solid product is filtered off
  10. customcrystallized from acetone

Sources & evidence

ORD record
ord-e88cd551a7b04d7ab4fb5d34905aa454
Source dataset
uspto-grants-1976_06
Patent number
US03963718

Reaction notes

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