Acetic Acid → HCID 13338632, compound

HRID 2417923Notes

Reaction equation

HRID 2417923 reaction equation
[N:1]1[CH2:2][CH2:3][CH2:4][N:5]2[C:9]3[CH:10]=[C:11]([NH2:14])[CH:12]=[CH:13][C:8]=3[S:7][C:6]=12.C(O)(=O)C.[O-:19][C:20]#[N:21].[K+].[OH-].[NH4+]>O>[N:1]1[CH2:2][CH2:3][CH2:4][N:5]2[C:9]3[CH:10]=[C:11]([NH:14][C:20]([NH2:21])=[O:19])[CH:12]=[CH:13][C:8]=3[S:7][C:6]=12

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 14923Ammonium HydroxideHCID 11378442Potassium cyanateHCID 133385843,4-Dihydro-2H-pyrimido[2,1-b][1,3]benzothiazol-7-amine

Product 1

HCID 13338632HCID 13338632, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
10 °C

Procedure

To a stirred solution of 3 parts of 3,4-dihydro-2-H-pyrimido[2,1-b]benzothiazol-7-amine in 16 parts of acetic acid are added 32 parts of water. Then there is added dropwise a solution of 1.46 parts of potassium cyanate in 32 parts of water (slightly exothermic reaction). Upon completion, stirring is continued overnight at room temperature. The reaction mixture is alkalized with ammonium hydroxide and the whole is stirred while cooling at 10° C. The precipitated product is filtered off and crystallized twice: first from 2-methoxyethanol and then from 1-butanol, yielding 0.6 parts of N-(3,4-dihydro-2H-pyrimido[2,1-b]benzothiazol-7-yl)urea; mp. 245.9° C.

Workup

  1. customslightly exothermic reaction)
  2. stirringthe whole is stirred
  3. filtrationThe precipitated product is filtered off
  4. customcrystallized twice

Sources & evidence

ORD record
ord-a74a2a4bfcb443bd8ebda9c7b9d45d5d
Source dataset
uspto-grants-1984_09
Patent number
US04471117

Reaction notes

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