Acetic Acid → HCID 10489987, compound

HRID 1464589Notes

Reaction equation

HRID 1464589 reaction equation
O[CH2:2][CH2:3][CH2:4][N:5]1[C:14](=O)[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7]C1=S.[C:17]([OH:20])(=O)C.[S:21](=O)(=O)(O)O.[OH2:26]>>[SH:21][CH2:2][CH2:3][CH2:4][N:5]1[C:14](=[O:26])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][C:17]1=[O:20]

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 1118Sulfuric AcidHCID 25134613-(3-Hydroxypropyl)-2-sulfanylidene-2,3-dihydroquinazolin-4(1H)-one

Product 1

HCID 10489987HCID 10489987, compound

Procedure

In a second process variant 30 g of 3-(3-hydroxypropyl)-2-thioxo-2,3-dihydroquinazoline-4(1H)-one of Formula VI, wherein R1 and R2 are both H, and n is 2, is heated with a mixture of 30 ml glacial acetic acid and 12 ml concentrated sulfuric acid. After the addition of about 330 ml water, refluxing is continued for 15 hours. The product is worked up and purified as in the preceding process variant. The yield of almost TLC-pure crude product is 85%, with a M.P. of 165° C.-167° C. (1-propanol).

Workup

  1. temperaturerefluxing
  2. custompurified as in the preceding process variant

Sources & evidence

ORD record
ord-1e5730ec2cee46bebe99324b44becf92
Source dataset
uspto-grants-1994_04
Patent number
US05306721

Reaction notes

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