HCID 13754073, compound → 1-adamantyl alpha-methyl-2-oxo-4-phenyl-2H-pyrimido[2,1-b]benzothiazole-8-acetate

HRID 34543Notes

Reaction equation

HRID 34543 reaction equation
[CH3:1][CH:2]([C:13]1[CH:32]=[CH:31][C:16]2[N:17]3[C:23]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[CH:22][C:21](=[O:30])[N:20]=[C:18]3[S:19][C:15]=2[CH:14]=1)[C:3]([O:5][C:6]1([CH3:12])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:4].NC1S[C:36]2[CH:42]=C(C(C)C(OC34CC5CC(CC(C5)C3)C4)=O)C=C[C:37]=2N=1>>[CH3:1][CH:2]([C:13]1[CH:32]=[CH:31][C:16]2[N:17]3[C:23]([C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=4)=[CH:22][C:21](=[O:30])[N:20]=[C:18]3[S:19][C:15]=2[CH:14]=1)[C:3]([O:5][C:6]12[CH2:12][CH:36]3[CH2:42][CH:8]([CH2:9][CH:10]([CH2:37]3)[CH2:11]1)[CH2:7]2)=[O:4]

Participants

3

Reactant 2

HCID 13754073HCID 13754073, compoundHCID 541685761-Adamantyl 2-amino-alpha-methylbenzothiazole-6-acetate

Product 1

HCID 212981601-adamantyl alpha-methyl-2-oxo-4-phenyl-2H-pyrimido[2,1-b]benzothiazole-8-acetateYield 39%

Conditions

Temperature
160 °C

Procedure

Using a method similar to that used in the preparation of 1-methylcyclohexyl α-methyl-2-oxo-4-phenyl-2H-pyrimido[2,1-b]benzothiazole-8-acetate, 8.9 g of 1-adamantyl 2-amino-α-methylbenzothiazole-6-acetate were reacted with heating at 160° C. for 1 hour to obtain 4.73 g (39% yield) of 1-adamantyl α-methyl-2-oxo-4-phenyl-2H-pyrimido[2,1-b]benzothiazole-8-acetate as a yellow solid after crystallization from ethyl acetate/petroleum ether melting at 188°-190° C.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-4e1ed71772194ada8b8bc71df8f681ab
Source dataset
uspto-grants-1988_08
Patent number
US04762840

Reaction notes

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